12-羟基十八酸甲酯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 50 g of methyl 12-hydroxystearate, 300 ml of methanol and 20 ml of a 28% methanol solution of sodium methoxide were mixed, and 50 ml of n-butylamine was added thereto. The resulting mixture was heat-refluxed for 6.5 hours. After cooling, the reaction mixture was poured into dilute hydrochloric acid, and the precipitated crystals were filtered to obtain 47 g of N-butyl-12-hydroxystearic acid amide having a melting point of 100°-102° C. The resulting mixture was heat-refluxed for 6.5 hours After cooling the precipitated crystals were filtered

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 50 g of methyl 12-hydroxystearate, 300 ml of methanol and 20 ml of a 28% methanol solution of sodium methoxide were mixed, and 50 ml of n-butylamine was added thereto. The resulting mixture was heat-refluxed for 6.5 hours. After cooling, the reaction mixture was poured into dilute hydrochloric acid, and the precipitated crystals were filtered to obtain 47 g of N-butyl-12-hydroxystearic acid amide having a melting point of 100°-102° C. The resulting mixture was heat-refluxed for 6.5 hours After cooling the precipitated crystals were filtered

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5-liter flask equipped with a stirrer, dropping funnel and reflux tube was charged with 28.5 g (0.75 mol) of LiAlH4 and 2 liters of tetrahydrofuran, to which a solution of 237.0 g (0.75 mol) of methyl 12-hydroxyoctadecanate in 1 liter of tetrahydrofuran was added dropwise over 5 hours with stirring. After completion of the dropping, the stirring was continued further for 1 hour at 65° C. After the reaction mixture was then cooled, 90 ml of a 5% aqueous solution of KOH were added with stirring. A salt precipitated was separated by filtration, and the resultant solution was concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel, thereby obtaining 185.7 g (yield: 86.6%) of 1,12-octadecanediol. A 5-liter flask equipped with a stirrer reflux tube was added dropwise over 5 hours After the reaction mixture was then cooled with stirring A salt precipitated was separated by filtration the resultant solution was concentrated under reduced pressure The resulting residue was purified by column chromatography on silica gel

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5-liter flask equipped with a stirrer, dropping funnel and reflux tube was charged with 28.5 g (0.75 mol) of LiAlH4 and 2 liters of tetrahydrofuran, to which a solution of 237.0 g (0.75 mol) of methyl 12-hydroxyoctadecanate in 1 liter of tetrahydrofuran was added dropwise over 5 hours with stirring. After completion of the dropping, the stirring was continued further for 1 hour at 65° C. After the reaction mixture was then cooled, 90 ml of a 5% aqueous solution of KOH were added with stirring. A salt precipitated was separated by filtration, and the resultant solution was concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel, thereby obtaining 185.7 g (yield: 86.6%) of 1,12-octadecanediol. A 5-liter flask equipped with a stirrer reflux tube was added dropwise over 5 hours After the reaction mixture was then cooled with stirring A salt precipitated was separated by filtration the resultant solution was concentrated under reduced pressure The resulting residue was purified by column chromatography on silica gel

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a similar manner to Example 4-(1), methyl 12-hydroxyoctadecanoate was used instead of ethyl ricinoleate and benzyl bromide was used instead of methyl iodide, the title compound (8-i) was obtained.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 50 g of methyl 12-hydroxystearate, 300 ml of methanol and 20 ml of a 28% methanol solution of sodium methoxide were mixed, and 50 ml of n-butylamine was added thereto. The resulting mixture was heat-refluxed for 6.5 hours. After cooling, the reaction mixture was poured into dilute hydrochloric acid, and the precipitated crystals were filtered to obtain 47 g of N-butyl-12-hydroxystearic acid amide having a melting point of 100°-102° C. The resulting mixture was heat-refluxed for 6.5 hours After cooling the precipitated crystals were filtered

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 5-liter flask equipped with a stirrer, dropping funnel and reflux tube was charged with 28.5 g (0.75 mol) of LiAlH4 and 2 liters of tetrahydrofuran, to which a solution of 237.0 g (0.75 mol) of methyl 12-hydroxyoctadecanate in 1 liter of tetrahydrofuran was added dropwise over 5 hours with stirring. After completion of the dropping, the stirring was continued further for 1 hour at 65° C. After the reaction mixture was then cooled, 90 ml of a 5% aqueous solution of KOH were added with stirring. A salt precipitated was separated by filtration, and the resultant solution was concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel, thereby obtaining 185.7 g (yield: 86.6%) of 1,12-octadecanediol. A 5-liter flask equipped with a stirrer reflux tube was added dropwise over 5 hours After the reaction mixture was then cooled with stirring A salt precipitated was separated by filtration the resultant solution was concentrated under reduced pressure The resulting residue was purified by column chromatography on silica gel