Tetrahydrofuran → (S)-2-methyl-3-phenylpropan-1-ol

Methyl (S)-2-methyl-3-phenylpropionate (5 mmol, 78.4% ee), a dichlororuthenium complex 8 (0.05 mmol), sodium methoxide (5 mmol), and tetrahydrofuran (2 mL) were charged into a 100-mL autoclave equipped with a stirrer. Then, the mixture was subjected to hydrogenation at a hydrogen pressure of 5 MPa at 80° C. for 16 hours. The reaction solution was diluted with 20 mL of diethyl ether, and was passed through 8.9 g of silica gel. The silica gel was washed with diethyl ether. The solution thus obtained was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (silica gel 13.4 g, hexane/ethyl acetate=8/1). Thus, (S)-2-methyl-3-phenylpropanol (645 mg, 18.4% ee) was obtained.

1. customequipped with a stirrer
2. washThe silica gel was washed with diethyl ether
3. customThe solution thus obtained
4. concentrationwas concentrated under reduced pressure
5. customThe residue was purified by silica gel column chromatography (silica gel 13.4 g, hexane/ethyl acetate=8/1)

ORD 기록

ord-2857cf12b92441318aabb1ddd3b30c33

출처 데이터셋

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08288575B2