Hydrochloric Acid → (5-Bromo-2-chlorophenyl)methanol

12 g of 5-bromo-2-chorobenzoic acid was dissolved in 60 ml tetrahydrofuran, and 148.3 g of borane-tetrahydrofuran complex (1 M solution in tetrahydrofuran) was added, followed by stirring at room temperature for 2.5 days. 1N hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and the solvent was evapoarated, to give 11.46 g of 5-bromo-2-chlorobenzyl alcohol. This crude product was treated in the same method as in Production Example 89e), to give ethyl 3-(3-[(tertiary butoxycarbonyl)amino]methylphenyl)-2-isopropoxypropionate.

1. extractionthe mixture was extracted with ethyl acetate
2. washThe organic layer was washed with water and brine
3. dry with materialdried over anhydrous magnesium sulfate

ORD record

ord-5c843ef4e3e24e42a3b6e086e64e925e

Source dataset

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06884821B1