Ammonium Chloride → HCID 19931780, compound

Participants

Reaction Steps

n-Butyllithium (2.5M, 1.45 ml) was added to a stirred cooled solution of 1-bromo-2-[2-(methylsulphenyl)4-trifluoromethylphenyl]acetylene and 1,1-dibromo-2-[2-(methylsulphenyl)4-trifluoromethylphenyl]ethene (1.0 g) in THF, maintaining the temperature below -70°C. The mixture was stirred for 30 minutes and cyclopropanecarbonyl chloride (0.75 g) was added. The temperature was allowed to rise to room temperature and the mixture was stirred for 2 hours, aqueous ammonium chloride was added and the mixture was extracted with ether, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromotography eluted with a mixture of hexane and ether to give 3-cyclopropyl-1-[2-(methylsulphenyl )-4-trifluoromethylphenyl]prop- 1-yn-3one (0.64 g) as yellow oil, NMR (CDCl3) 1.15(m,2H), 1.45(m,2H), 2.2(m,1H), 2.6(s,1H), 7.35(d,1H) 7.4(s,1H), 7.6(d, 1H).

Provenance & Evidence