nonyl carbonochloridate

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:; See reaction.notes.procedure_details.

実験手順: 0.976 G. of 4'-cyano-4-hydroxy-biphenyl are dissolved in 10 ml. of absolute pyridine and reacted with 1.24 g. of chloroformic acid n-nonyl ester as in Example 1. The 2.026 g. of yellowish, turbid oil obtained according to the procedure described in Example 1 is dissolved in benzene and chromatographed on 90 g. of silica gel. Benzene elutes 1.646 g. of colorless crystals which are recrystallized from ether-hexane up to constant melting point and clearing point. The pure 4'-cyano-4-biphenylyl n-nonyl carbonate obtained melts at 53.0°-53.1° and has a clearing point of 70.0°. The compound is smectic up to 68.1°. UV (EtOH): ε 271 = 26600. of yellowish, turbid oil obtained chromatographed on 90 g of colorless crystals which are recrystallized from ether-hexane up to constant melting point and clearing point

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

実験手順: A solution of 112 parts of potassium hydroxide in 1000 parts of water and 206.5 parts of nonyl chloroformate were added at equivalent rates over 2 hours to a stirred suspension of 69.5 parts of ground hydroxyl ammonium chloride in 1000 parts of ether at 0° C. to 5° C. The reaction mixture was stirred for a further 3 hours at 0°-5° C. followed by 18 hours at 25° C. and was then filtered to remove potassium chloride. The ether layer was separated, washed with water, dried, filtered and evaporated to constant weight at 40° C. under reduced pressure to give 190 parts of nonyl-N-hydroxycarbamate as a colourless oil. followed by 18 hours at 25° C. was then filtered to remove potassium chloride The ether layer was separated washed with water dried filtered evaporated to constant weight at 40° C. under reduced pressure

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

実験手順: A solution of 112 parts of potassium hydroxide in 1000 parts of water and 206.5 parts of nonyl chloroformate were added at equivalent rates over 2 hours to a stirred suspension of 69.5 parts of ground hydroxyl ammonium chloride in 1000 parts of ether at 0° C. to 5° C. The reaction mixture was stirred for a further 3 hours at 0°-5° C. followed by 18 hours at 25° C. and was then filtered to remove potassium chloride. The ether layer was separated, washed with water, dried, filtered and evaporated to constant weight at 40° C. under reduced pressure to give 190 parts of nonyl-N-hydroxycarbamate as a colourless oil. followed by 18 hours at 25° C. was then filtered to remove potassium chloride The ether layer was separated washed with water dried filtered evaporated to constant weight at 40° C. under reduced pressure

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

実験手順: 288 Parts of nonanol are reacted with phosgene in a similar way to the method described in Example 6 to give 342 parts of nonyl chloroformate as a colourless liquid b.p. 70° C. at 1 mm pressure.

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

実験手順: To a solution of 4-hydroxybenzaldehyde (II) (16 g, 0.181 mol) dissolved in dry pyridine (100 ml) was added nonyl chloroformate (24.7 g, 0.119 mol) to react these together, followed by sufficiently agitating the reaction mixture, allowing it to stand overnight, adding toluene (100 ml) and water (100 ml), washing the mixture with 6N-hydrochloric acid, then with 2N-NaOH aqueous solution, further with water until the washing water became neutral, distilling off toluene to obtain 4-nonyloxycarbonyloxyaldehyde (IV) (33.2 g), dissolving this product (20.5 g, 0.07 mol) in acetic acid (60 ml), dropwise adding to the resulting solution being agitated, a solution of anhydrous chromic acid (14 g, 0.140 mol) dissolved in water (11 ml) and acetic acid (17 ml), while keeping the temperature of the system at 30° C. or lower, keeping the inner temperature at 40° C. on a water bath for 4 hours after completion of the reaction, cooling the resulting material, adding water (300 ml), filtering deposited crystals, washing the crystals with water and recrystallizing from ethanol to obtain 4-nonyloxycarbonyloxybenzoic acid (V) (7 g) having a melting point of 118.8°~120.4° C., adding to this product (7 g, 0.028 mol), thionyl chloride (6 g, 0.050 mol), heating the mixture under reflux for one hour, and distilling off excess thionyl chloride to obtain 4-nonyloxycarbonyloxybenzoic acid chloride (VI) (7.5 g). to react these together, washing the mixture with 6N-hydrochloric acid distilling off toluene

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

実験手順: To a solution of 4-hydroxybenzaldehyde (II) (16 g, 0.181 mol) dissolved in dry pyridine (100 ml) was added nonyl chloroformate (24.7 g, 0.119 mol) to react these together, followed by sufficiently agitating the reaction mixture, allowing it to stand overnight, adding toluene (100 ml) and water (100 ml), washing the mixture with 6N-hydrochloric acid, then with 2N-NaOH aqueous solution, further with water until the washing water became neutral, distilling off toluene to obtain 4-nonyloxycarbonyloxyaldehyde (IV) (33.2 g), dissolving this product (20.5 g, 0.07 mol) in acetic acid (60 ml), dropwise adding to the resulting solution being agitated, a solution of anhydrous chromic acid (14 g, 0.140 mol) dissolved in water (11 ml) and acetic acid (17 ml), while keeping the temperature of the system at 30° C. or lower, keeping the inner temperature at 40° C. on a water bath for 4 hours after completion of the reaction, cooling the resulting material, adding water (300 ml), filtering deposited crystals, washing the crystals with water and recrystallizing from ethanol to obtain 4-nonyloxycarbonyloxybenzoic acid (V) (7 g) having a melting point of 118.8°~120.4° C., adding to this product (7 g, 0.028 mol), thionyl chloride (6 g, 0.050 mol), heating the mixture under reflux for one hour, and distilling off excess thionyl chloride to obtain 4-nonyloxycarbonyloxybenzoic acid chloride (VI) (7.5 g). to react these together, washing the mixture with 6N-hydrochloric acid distilling off toluene

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

実験手順: 396 Parts of nonyl alcohol are reacted with phosgene to give 558 parts of nonyl chloroformate as a colourless liquid b.p. 70°-72° C/1 mm.

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

実験手順: Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide hydrochloride and n-nonyl chloroformate. Yield: 60% of theory, C36H45N7O5 (655.8); Rf value: 0.48 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=656; (M+H+Na)++=339.8; (M+Na)+=678.

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

実験手順: Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-(2-pyridyl)-N-(2-methoxycarbonylethyl)amide hydrochloride and n-nonyl chloroformate. Yield: 60% of theory, C36H45N7O5 (655.8); Rf value: 0.48 (silica gel; dichloromethane/methanol=9:1); EKA mass spectrum: (M+H)+=656; (M+H+Na)++=339.8; (M+Na)+=678.

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

実験手順: 2-(4-Hydroxyphenyl)-5-dodecylpyrimidine (G) (1.0 g) was dissolved in 50 ml of carbon tetrachloride, 0.8 ml of nonyl chlorocarboxylate and 5 ml of pyridine were added, and the mixture was stirred for a while and allowed to stand overnight. 1N Hydrochloric acid was added, and the carbon tetrachloride layer was taken and concentrated. The residue was purified by repeated recrystallization from methanol to obtain (H). concentrated The residue was purified recrystallization from methanol