Thionyl Chloride → 4-Bromo-1-chloro-2-(chloromethyl)benzene

Temperature

100 °C

5-Bromo-2-chlorobenzyl alcohol (3.0 g) was dissolved in toluene (30 ml), and added thereto were thionyl chloride (2.35 ml) and pyridine (two drops), and the mixture was heated under stirring at 100° C. for 2 hours. The mixture was cooled, washed with a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give 5-bromo-2-chlorobenzyl chloride (3.34 g) as pale brown oil, which was used in the subsequent step without further purification.

1. additionadded
2. temperaturethe mixture was heated
3. temperatureThe mixture was cooled
4. washwashed with a saturated aqueous sodium hydrogen carbonate solution and brine
5. dry with materialdried over sodium sulfate
6. customThe solvent was evaporated under reduced pressure

ORD record

ord-fdd94d9bd1e84f7ab8449f4d57750e6a

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08785403B2