1,3-dichloropropan-2-ol

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system is added 526.2 g of 1,3-dichloro-2-propanol, 7.8 ml of boron trifluoride diethyl etherate, 101 g of 1-dodecene, and 101 g of the olefin isomer mixture obtained from a previous run such as Example II-5 at room temperature. The mixture is heated to 95° C. for 1 hour. The reaction mixture is cooled to room temperature and is then transferred to a 1000 ml separation funnel; 200 ml of heptane are added and two phases are separated. The lower phase is extracted with 200 ml of heptane three more times. The heptane solutions are combined and heptane is removed on a rotary evaporator. Distillation under reduced pressure affords 85.1 of dodecene isomers mixture and 171.2 g of sec-dodecyl 1,3-dichloro-2-propyl ether and isomers. Yield=96% (Based on 1-dodecene). The 13C NMR spectrum is collected. The component ratio corresponding to the C-2, C-3, and higher C linked ethers is determined from the area integration of the peaks as 64:20:16. To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system at room temperature The reaction mixture is cooled to room temperature is then transferred to a 1000 ml separation funnel 200 ml of heptane are added two phases are separated The lower phase is extracted with 200 ml of heptane three more times heptane is removed on a rotary evaporator Distillation under reduced pressure

反応条件: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system is added 526.2 g of 1,3-dichloro-2-propanol, 7.8 ml of boron trifluoride diethyl etherate, and 101 g of 1-dodecene at room temperature. The mixture is heated to 95° C. for 1 hour. The reaction mixture is cooled to room temperature and then transferred to a 1000 ml separation funnel. 200 ml of heptane is added and two phases are separated. The lower phase containing the excess dichloropropanol, ether products, unreacted and isomerized olefins, and the catalyst is extracted with 200 ml of heptane three more times. The heptane solutions are combined and heptane is removed on a rotary evaporator. Distillation under reduced pressure affords 46.3 g of dodecene isomers mixture and 91.6 g of sec-dodecyl 1,3-dichloro-2-propyl ether and isomers. Yield=51.3% (based on 1-dodecene). To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system The reaction mixture is cooled to room temperature transferred to a 1000 ml separation funnel 200 ml of heptane is added two phases are separated The lower phase containing the excess dichloropropanol, ether products unreacted and isomerized olefins, and the catalyst is extracted with 200 ml of heptane three more times heptane is removed on a rotary evaporator Distillation under reduced pressure

反応条件: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system is added 528 g of 1,3-dichloro-2-propanol, 6.6 g of BF3 dihydrate, and 103 g of 1-dodecene at room temperature. The mixture is heated to 95° C. for 6 hours. The reaction mixture is cooled to room temperature and is then transferred to a 1000 ml separation funnel; 200 ml of heptane is added and two phases are separated. The lower phase (containing excess dichloropropanol, ether products, unreacted and isomerized olefins, and the catalyst) is extracted with 200 ml of heptane three more times. The heptane solutions are combined and the heptane is removed on a rotary evaporator. Distillation of residual heptane under reduced pressure affords 46.3 g of dodecene isomers mixture and 94.4 g of sec-dodecyl 1,3-dichloro-2-propyl ether and isomers. The dodecene mixtures is collected at 80-105° C./0.6 mmHg, and the ether product is collected as 128-141° C./0.6 mmHg) To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system The reaction mixture is cooled to room temperature is then transferred to a 1000 ml separation funnel 200 ml of heptane is added two phases are separated The lower phase (containing excess dichloropropanol, ether products unreacted and isomerized olefins, and the catalyst) is extracted with 200 ml of heptane three more times the heptane is removed on a rotary evaporator Distillation of residual heptane under reduced pressure

反応条件: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system is added 528 g of 1,3-dichloro-2-propanol, 6.6 g of BF3 dihydrate, and 103 g of 1-dodecene at room temperature. The mixture is heated to 95° C. for 6 hours. The reaction mixture is cooled to room temperature and is then transferred to a 1000 ml separation funnel; 200 ml of heptane is added and two phases are separated. The lower phase (containing excess dichloropropanol, ether products, unreacted and isomerized olefins, and the catalyst) is extracted with 200 ml of heptane three more times. The heptane solutions are combined and the heptane is removed on a rotary evaporator. Distillation of residual heptane under reduced pressure affords 46.3 g of dodecene isomers mixture and 94.4 g of sec-dodecyl 1,3-dichloro-2-propyl ether and isomers. The dodecene mixtures is collected at 80-105° C./0.6 mmHg, and the ether product is collected as 128-141° C./0.6 mmHg) To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system The reaction mixture is cooled to room temperature is then transferred to a 1000 ml separation funnel 200 ml of heptane is added two phases are separated The lower phase (containing excess dichloropropanol, ether products unreacted and isomerized olefins, and the catalyst) is extracted with 200 ml of heptane three more times the heptane is removed on a rotary evaporator Distillation of residual heptane under reduced pressure

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The mixture consisting of 2 moles (274.4 g) of N-β-hydroxyethylaniline, 140 g of calcium carbonate and 1.2 moles (154.8 g) of 1,3-dichloro-2-propanol in 1 liter of water is heated for 6 hours under water reflux. is heated for 6 hours under water reflux

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The mixture consisting of 2 moles (274.4 g) of N-β-hydroxyethylaniline, 140 g of calcium carbonate and 1.2 moles (154.8 g) of 1,3-dichloro-2-propanol in 1 liter of water is heated for 6 hours under water reflux. is heated for 6 hours under water reflux

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A stirred solution of 508 g (2.5 mol) of diphenylmethylchloride and 387 g (3 mol) of 1,3-dichloro-2-propanol in 700 mL of dry toluene was heated at reflux temperature for 72 hr. The reaction mixture was concentrated in vacuo and the residual oil distilled to give 587 g (80%) of colorless oil; bp 137°-140° C./0.1 mm. at reflux temperature for 72 hr The reaction mixture was concentrated in vacuo the residual oil distilled

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Into a 500 ml 3-neck flask was weighed 22.8 grams (0.100 mole) of para bisphenol A, 8.0 grams (0.200 mole) of sodium hydroxide and 208 grams (11.56 moles) of water. The mixture was agitated under a nitrogen purge until complete solution had occurred. Into this mixture was charged a solution of varying amounts of 1,3-di-chloro-2-propanol in 185 grams (2 moles) of epichlorohydrin. The mixture was then agitated for exactly one hour (3600 s) at a controlled temperature of 30° C. After this time, samples were withdrawn for analysis. The amount of bisphenol A which had been converted (phenolic OH conversion) was determined by ultraviolet spectrophotometer. The amount of diglycidyl ether and glycidol which had been formed in the reaction was determined by gas chromatography analysis. The amount of glycerine which had been formed in the reaction was determined by liquid chromatography analysis. The yield of product based on the amount of epichlorohydrin converted was determined from the phenolic OH conversion and the amounts of the above by-products which were formed from the epichlorohydrin. Ths is reported as the % yield based on epichlorohydrin. The results of these experiments are shown in the following Table. Into a 500 ml 3-neck flask was weighed purge until complete solution The mixture was then agitated for exactly one hour (3600 s) at a controlled temperature of 30° C After this time, samples were withdrawn for analysis