Methanol → 4-Chlorobenzenepropanol

Temperature

0 °C

To a stirred solution of 3-(4-chlorophenyl)-propionic acid (10.0 g, 54.17 mmol) in tetrahydrofuran (100 ml) at −8° C. was added dropwise borane-tetrahydrofuran complex (100 ml, 1M in tetrahydrofuran, 100 mmol). The reaction mixture was cooled to 0° C. and methanol (100 ml) was added dropwise. The reaction mixture was warmed to room temperature, stirred for one hour and then concentrated in vacuo. The residue was treated with methanol (50 ml) and each time concentrated in vacuo twice to yield the title compound as an oil (9.61 g) which was characterized by IR spectral analysis and used without further purification.

1. temperatureThe reaction mixture was warmed to room temperature
2. concentrationconcentrated in vacuo
3. additionThe residue was treated with methanol (50 ml)
4. concentrationeach time concentrated in vacuo twice

ORD record

ord-53e8d8a008324b6ab0454953b169f49e

Source dataset

uspto-grants-2003_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06506800B2