4-octoxyphenol

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: To a solution of 4'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carbonylchloride (1.3 g) and 4-n-octyloxyphenol (1.0 g) in methylene chloride (40 ml) were added triethylamine (0.5 g) and dimethylaminopyridine (0.032 g). The mixture was stirred for 24 hours at room temperature before it was poured in water. Extraction was made with methylene chloride and the extract was washed with dilute aqueous sodium carbonate solution and water, in this order and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) and recrystallized from ethanol to obtain the titled compound (0.8 g). Extraction the extract was washed with dilute aqueous sodium carbonate solution and water, in this order dried over anhydrous magnesium sulfate After the solvent was distilled off the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) recrystallized from ethanol

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'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carbonylchloride (1.3 g) and 4-n-octyloxyphenol (1.0 g) in methylene chloride (40 ml) were added triethylamine (0.5 g) and dimethylaminopyridine (0.032 g). The mixture was stirred for 24 hours at room temperature before it was poured in water. Extraction was made with methylene chloride and the extract was washed with dilute aqueous sodium carbonate solution and water, in this order and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) and recrystallized from ethanol to obtain the titled compound (0.8 g). Extraction the extract was washed with dilute aqueous sodium carbonate solution and water, in this order dried over anhydrous magnesium sulfate After the solvent was distilled off the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) recrystallized from ethanol

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'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carbonylchloride (1.3 g) and 4-n-octyloxyphenol (1.0 g) in methylene chloride (40 ml) were added triethylamine (0.5 g) and dimethylaminopyridine (0.032 g). The mixture was stirred for 24 hours at room temperature before it was poured in water. Extraction was made with methylene chloride and the extract was washed with dilute aqueous sodium carbonate solution and water, in this order and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) and recrystallized from ethanol to obtain the titled compound (0.8 g). Extraction the extract was washed with dilute aqueous sodium carbonate solution and water, in this order dried over anhydrous magnesium sulfate After the solvent was distilled off the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) recrystallized from ethanol

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: An acid chloride prepared from 1.80 g (10 mmol) of (-)-4-(1-methoxyethyl)benzoic acid and oxalyl chloride was added to a solution comprising 2.66 g (12 mmol) of 4-(octyloxy)phenol, 10 g of pyridine and 30 g of toluene at room temperature. The mixed solution was stirred at the same temperature for one hour and then at 40° C. -50° C. for 2 hours. The resulting reaction mixture was treated and purified according to Example 1 to obtain 3.78 g (98.5% yield) of (-)-4-(octyloxy)phenyl 4-(1-methoxyethyl)-benzoate. [α]D20 =-57.7° (c=1, CHCl3). at 40° C. -50° C. for 2 hours The resulting reaction mixture was treated purified

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

実験手順: In pyridine was dissolved 2 g of p-octyloxyphenol, and a solution of p-acetoxybenzoic acid chloride in chloroform was added dropwise to the thus-obtained solution and the mixture was stirred at room temperature for 3 hours. Water was added to the thus-obtained solution and the mixture was extracted with chloroform, and the extract was washed with a 0.5N aqueous solution of hydrochloric acid, a saturated aqueous solution of sodium chloride, a saturated aqueous solution of NaHCO3 and a saturated aqueous solution of sodium chloride in succession, followed by concentration. The concentrate was recrystallized from n-hexane to obtain 2.35 g of 4-octyloxyphenyl 4-acetoxybenzoate. The product was dissolved in a liquid mixture comprising tetrahydrofuran and methanol at a volume ratio of 10/1, 6.2 ml of a 1N aqueous solution of lithium hydroxide was added to the solution, the mixture was stirred at room temperature for 1 hour, and the mixture was diluted with ethyl acetate and washed with a saturated aqueous solution of sodium chloride. Then, the liquid was dehydrated on anhydrous magnesium sulfate and concentrated, and the concentrate was recrystallized from ethyl acetate to obtain 1.1 g of 4-octyloxyphenyl 4-hydroxybenzoate. the mixture was extracted with chloroform the extract was washed with a 0.5N aqueous solution of hydrochloric acid a saturated aqueous solution of sodium chloride, a saturated aqueous solution of NaHCO3 and a saturated aqueous solution of sodium chloride in succession, followed by concentration The concentrate was recrystallized from n-hexane

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

実験手順: 4-Octyloxyphenyl 4-(5-butoxy-2,2,3,3,4,4-hexafluoropentoxy)benzoate (Compound 4, Table 1) was prepared by esterification of 4-(5-butoxy-2,2,3,3,4,4-hexafluoropentoxy)benzoic acid (prepared essentially as in Example 9) with 4-octyloxyphenol .

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

実験手順: The procedure of Example 1 was followed except that the 4-(5'-methyldecyl)benzoic acid and 4-n-octoxyphenol were replaced by 4-n-butylbenzoic acid and 4-(6'-methyldecyloxy)-phenol prepared by reacting 6-methyldecylbromide with hydroquinone to thereby give the title compound. prepared

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

実験手順: The procedure of Example 1 was followed except that the 4-(5'-methyldecyl)benzoic acid and 4-n-octoxyphenol were replaced by 4-(7'-methylundecyl)benzoic acid prepared by reacting 6-methyldecylbromide with 4-methylbenzic acid and 4-n-hexyloxyphenol to thereby give the title compound. prepared