Reaction detail

Temperature

60 °C

A 100-ml eggplant type flask equipped with a stirrer was charged with 1.40 g (37.2 mmol) of LiAlH4 and 30 ml of tetrahydrofuran. While heating and stirring the contents at room temperature in an N2 atmosphere, a tetrahydrofuran solution of 1.67 g (5.12 mmol) of N-(9-octadecenoyl)ethanolamine was added dropwise over 10 minutes. After the mixture was heated to 60° C. and stirred for 16 hours, the resultant reaction mixture was cooled to room temperature, and 14 g of 5% aqueous KOH. After a salt deposited was separated by filtration, the filtrate was concentrated under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 0.96 g (yield: 65%) of the title compound (IIc-6).

1. customA 100-ml eggplant type flask equipped with a stirrer
2. temperatureWhile heating
3. customthe resultant reaction mixture
4. temperaturewas cooled to room temperature
5. customAfter a salt deposited was separated by filtration
6. concentrationthe filtrate was concentrated under reduced pressure
7. customthe resultant residue was purified by column chromatography on silica gel