Benzyl Alcohol → Benzyl 2-(tetrahydro-2H-pyran-4-yl)acetate

To a solution of 2-(tetrahydropyran-4-yl)acetic acid (325 mg, 2.26 mmol) in anhydrous dichloromethane (10 mL) were added benzyl alcohol (439 mg, 2.94 mmol), 1-ethyl-3-(3-dimethylammoniumpropyl)carbodiimide hydrochloride (564 mg, 2.94 mmol) and triethylamine (297 mg, 2.94 mmol) at room temperature, and the mixture was stirred for 12 h. The reaction mixture was diluted with water (1 mL) to separate the phases, and the organic layer was further washed with water (1 mL) and brine (1 mL). The organic layer was concentrated under reduced pressure, and the residue thus obtained was subjected to silica gel column chromatography (hexane-ethyl acetate 7:1) to give 172 mg of the title compound as oil (yield: 32%).

1. customto separate the phases
2. washthe organic layer was further washed with water (1 mL) and brine (1 mL)
3. concentrationThe organic layer was concentrated under reduced pressure
4. customthe residue thus obtained

ORD 기록

ord-abaa8317496044f69a584a24c608bbee

출처 데이터셋

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09260375B2