4'-Hydroxyacetophenone → 2-Bromo-1-(4-hydroxyphenyl)ethanone

4-Hydroxyacetophenone (25 g) was treated with bromine (9.5 mL) dropwise over 15 minutes in THF (60 mL) at room temperature and stirred until the color was consumed. The whole was carefully poured into saturated sodium bicarbonate solution until basic. The aqueous layer was extracted with ether (3×100 mL) and the ether layer was washed with saturated sodium bicarbonate solution (100 mL) followed by 5% aqueous sodium bisulfite (100 mL), H2O (100 mL) and finally saturated brine solution (100 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide an oil (30 g) of crude material used in the preparation of thiazoles.

1. customwas consumed
2. additionThe whole was carefully poured into saturated sodium bicarbonate solution until basic
3. extractionThe aqueous layer was extracted with ether (3×100 mL)
4. washthe ether layer was washed with saturated sodium bicarbonate solution (100 mL)
5. dry with materialThe organic layer was dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated

ORD record

ord-45abd861a7b04b2db9ab8938e78c9c0b

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06130217