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-2f95525ff0cd429f860682f535723d55

Source dataset

uspto-grants-2000_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06046215