Sodium borohydride → (S)-2-(4-Bromophenoxy)propan-1-ol

Sodium borohydride (1.15 g) was added to a solution of (2S)-2-(4-bromophenoxy)propanoic acid, ethyl ester (7.5 g, Example 15a)) in ethanol (20 ml) at 5° C. The resulting solution was allowed to warm to room temperature and was stirred for 10 hours before being concentrated under reduced pressure. The residue was partitioned between ethyl acetate (100 ml) and 2N hydrochloric acid (50 ml). The mixture was extracted into ethyl acetate and the combined extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The product was used directly in the next step without further purification (6.32 g).

1. concentrationbefore being concentrated under reduced pressure
2. customThe residue was partitioned between ethyl acetate (100 ml) and 2N hydrochloric acid (50 ml)
3. extractionThe mixture was extracted into ethyl acetate
4. dry with materialthe combined extracts were dried over anhydrous magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe product was used directly in the next step without further purification (6.32 g)

ORD record

ord-d0e92b8121e74b38b07ba4b07dee9bf9

Source dataset

uspto-grants-2000_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06143751