1,3-dioxolan-2-one

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:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 2,2,2-trifluoroethanol (15 g), 1,3-dioxolan-2-one (19.8 g) and Et3N (15 g) were mixed together, and then the mixture was heated to 100° C. and stirred for 24 h. Then the reaction mixture was distilled to obtain intermediate BR (12.7 g). Then the reaction mixture was distilled to obtain intermediate BR (12.7 g)

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

実験手順: 4-Pyrazoleboronic acid pinacol ester (0.25 g, 1.29 mmol), ethylene carbonate (0.125 g, 1.42 mmol) and sodium hydroxide (5 mg, 0.13 mmol) were dissolved in DMF (1 mL) and the reaction mixture was heated to reflux for 2½ h. It was cooled to r.t. before addition of activated charcoal (25 mg). The resulting suspension was stirred at r.t. for 1 h and then filtered through celite, washed with DMF (6 mL) and concentrated in vacuo to give the title compound (0.26 g, 85%) as a yellow oil. LCMS (ES+) 239.18 (M+H)+. the reaction mixture was heated to reflux for 2½ h filtered through celite washed with DMF (6 mL) concentrated in vacuo

反応条件: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The mixture of methyl 4-hydroxy-3-(pyrrol-1-yl)benzoate (1.5 g), 2-oxo-1,3-dioxolane (0.61 g) and tetraethylammonium iodide (0.38 g) was heated at 140° C. for 3 hours. The resultant mixture was dissolved in the solution of ethyl acetate and tetrahydrofuran. The solution was washed with water and dried over magnesium sulfate. Evaporation of the solvent gave the residue, which was purified by column chromatography on silica gel eluting with the solution of chloroform and ethyl acetate (9:1, V/V). The eluted fractions containing the desired product were collected and evaporated in vacuo to give methyl 4-(2-hydroxyethoxy)-3-(pyrrol-1-yl)benzoate (1.25 g) as an oil. The solution was washed with water dried over magnesium sulfate Evaporation of the solvent gave the residue, which was purified by column chromatography on silica gel eluting with the solution of chloroform and ethyl acetate (9:1, V/V) The eluted fractions containing the desired product were collected evaporated in vacuo

反応条件: temp:160.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 2-Methoxy-4-nitrophenol (10.2 g), ethylene carbonate (5.66 g) and tetrabutylammonium iodide (2.1 g) were mixed and stirred for 2 hours at 160° C. After being cooled, all solids were dissolved into chloroform (300 ml) and the solution was washed with water (300 ml) two times. The organic layer was dehydrated with anhydrous magnesium sulfate (10 g) and concentrated under vacuum to obtain 2-(2-methoxy-4-nitrophenoxy)ethanol (12.0 g) as yellowish solid. After being cooled the solution was washed with water (300 ml) two times concentrated under vacuum

反応条件: temp:166.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 4′-Hydroxy-3,4,5,6-tetrahydro-2H-pyran-4-carboxanilide (13.5 g), ethylene carbonate (5.96 g) and tetrabutylammonium iodide (2.26 g) were combined and stirred for 2 hours at 166° C. After being cooled, the mixture was added with water (100 ml) and further mixed. Crystals formed were collected by filtration, washed with water and then dried under vacuum at 60° C. to obtain 4′-(2-hydroxyethoxy)-3,4,5,6-tetrahydro-2H-pyran-4-carboxanilide (14.5 g) as white crystal. After being cooled Crystals formed were collected by filtration washed with water dried under vacuum at 60° C.

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

実験手順: A solution of 2-methyl-2-nitro-1,3-propanediol and ethylene carbonate is heated overnight. The reaction mixture is diluted with ethyl acetate and the solution is washed with water. The organic phase is dried and concentrated to obtain 5-methyl-5-nitro-1,3-dioxan-2-one. This is dissolved in methanol and hydrogenated under pressure to give the 5amino compound which is acylated with dodecanoyl chloride to give the product. the solution is washed with water The organic phase is dried concentrated

反応条件: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 83 g (0.6 mole) of potassium carbonate were added to a solution of 262 g (1.2 moles) of 7-chlorodibenzofuran-3-ol in 600 ml of dry dimethylformamide, and a solution of 212 g (2.55 moles) of ethylene carbonate in 300 ml of dimethylformamide was then added dropwise at 100° C. in the course of 90 minutes. The mixture was stirred at 120° C. for 8 hours and filtered off with suction at 100° C., and the filtrate was concentrated. The residue was dissolved in 2.5 l of ethyl acetate, the solution was washed three times with 300 ml of water each time, the organic layer was dried, decolorized with 10 g of animal charcoal and concentrated to 500 ml and the concentrate was cooled to 10° C. The precipitate was filtered off with suction and washed, at +5° C., with 60 ml of methanol, 50 ml of ether and 200 ml of petroleum ether in succession, and dried. 225 g of 2-(7-chlorodibenzofuran-3-oxy)-ethanol of melting point 118°-120° C. were obtained; yield: 71.4% of theory. filtered off with suction at 100° C. the filtrate was concentrated The residue was dissolved in 2.5 l of ethyl acetate the solution was washed three times with 300 ml of water each time the organic layer was dried concentrated to 500 ml the concentrate was cooled to 10° C The precipitate was filtered off with suction washed, at +5° C., with 60 ml of methanol, 50 ml of ether and 200 ml of petroleum ether in succession dried

反応条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A melt of ethylene carbonate (6.5 g, 74 mmol) in a small flask under Argon was treated with 4-iodophenol (0.400 g, 1.82 mmol) and powdered potassium carbonate (1.26 g, 9.1 mmol) and was stirred at 90° C. for 3 hr. The mixture was treated with cold dilute hydrochloric acid to decompose the excess potassium carbonate and excess aqueous sodium hydroxide solution was slowly added and the mixture was stirred over night. The suspension was extracted with methylene chloride, was washed with water and brine, was dried over sodium sulfate and was stripped to afford a white solid, which was purified by flash chromatography on silica gel (20 mL) with methylene chloride to afford (0.128 g, 27%) of the titled intermediate as a white solid, mp 76°-77.5° C. was slowly added the mixture was stirred over night The suspension was extracted with methylene chloride was washed with water and brine was dried over sodium sulfate to afford a white solid, which was purified by flash chromatography on silica gel (20 mL) with methylene chloride