Bromochloromethane → 1-[(Chloromethyl)sulfanyl]-4-methoxybenzene

4-Methoxythiophenol (40 mmol) was dissolved in bromochloromethane (0.8 mol) and triethylamine (40 mmol) added dropwise with stirring and external cooling to keep the reaction below room temperature. Once the addition was completed the reaction mixture was stirred at room temperature for 1 h. The mixture was then washed with water, the organic solution dried (MgSO4), the solvent evaporated off and the residue distilled; yield: 3.90 g (52%), b.p. 70° C./0.01 mmHg. The physical data for the title compound are detailed in J. Hayami, N. Tanaka, S. Kurabayashi, Y. Kotani and A. Kaji; Bull. Chem. Soc. (Japan) 44, 3091 (1971).

1. temperatureexternal cooling
2. customthe reaction below room temperature
3. additionOnce the addition
4. stirringwas stirred at room temperature for 1 h
5. washThe mixture was then washed with water
6. dry with materialthe organic solution dried (MgSO4)
7. customthe solvent evaporated off
8. distillationthe residue distilled

ORD record

ord-49db37e3ab494f3e8c63b9e5eb80c338

Source dataset

uspto-grants-1986_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04596870