Bromine → 3-Bromo-5-chlorobenzo[b]thiophene

Temperature

50 °C

To a solution of 0.30 gm (1.77 mMol) 5-chlorobenzothiophene 1.0 mL acetic acid was added a solution of 0.31 gm (1.95 mMol) bromine in 1.0 mL acetic acid under a nitrogen atmosphere. The reaction was heated to 50° C. for 4 hours at which time the volatiles were removed under reduced pressure. The residue was partitioned between dichloromethane and aqueous sodium bicarbonate. The phases were separated and the organics were washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure to give 0.335 gm (76%) of the title compound as a tan solid.

1. customwere removed under reduced pressure
2. customThe residue was partitioned between dichloromethane and aqueous sodium bicarbonate
3. customThe phases were separated
4. washthe organics were washed with saturated aqueous sodium chloride
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated under reduced pressure

ORD record

ord-46ced2be89b0454e962978fd54d164aa

Source dataset

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05874427