Hydrochloric Acid → 3-(4-Bromophenyl)propan-1-ol

Temperature

0 °C

To a solution of 3-(4-bromophenyl)-propionic acid (9.16 g, 40 mmol) in THF (150 mL) at 0° C. was added LiAlH4 (1.4 g, 36 mmol) in portionwise. When the addition was completed, the reaction mixture was heated and stirred under reflux for additional 5 hours. The reaction mixture was cooled to 0° C. and 2 N—HCl (50 mL) added dropwise. The reaction mixture was extracted with EtOAc and washed with water (×3). The combined organic extract was dried over anhydrous MgSO4, filtered and concentrated in vacuo, which afforded the subtitle compound (i) as an oil (8 g).

1. additionWhen the addition
2. temperaturethe reaction mixture was heated
3. temperatureunder reflux for additional 5 hours
4. extractionThe reaction mixture was extracted with EtOAc
5. washwashed with water (×3)
6. extractionThe combined organic extract
7. dry with materialwas dried over anhydrous MgSO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo, which

ORD record

ord-8ebbd691368644538555f420e039c81a

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08198285B2