Bromine → 2-Bromo-1-(3-ethoxyphenyl)ethanone

While a mixture of 3′-ethoxyacetophenone (37 g, 0.225 mol), aluminum chloride (0.27 g, 2 m mol) and ether (100 ml) was stirred under cooling with ice, bromine (11.5 ml, 0.225 m mol) was added dropwise thereto over a period of 15 minutes. After this mixture was further stirred for 10 minutes, ice water (500 ml) was added thereto and this mixture was extracted with ether (2×100 ml). After the extract was washed with water and dried, the solvent was distilled off under reduced pressure. The resulting residue was distilled under reduced pressure (150-155° C./5 mmHg) to obtain the desired compound (45.7 g). Although this product contained a small amount of dibromo-substituted compounds, it was directly used in the following step.

1. additionwas added dropwise
2. stirringAfter this mixture was further stirred for 10 minutes
3. extractionthis mixture was extracted with ether (2×100 ml)
4. washAfter the extract was washed with water
5. customdried
6. distillationthe solvent was distilled off under reduced pressure
7. distillationThe resulting residue was distilled under reduced pressure (150-155° C./5 mmHg)

ORD record

ord-14d3000181844102b1495370e2da33b0

Source dataset

uspto-grants-2001_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06291485B1