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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380205Generated: October 26, 2026

Sulfuric Acid → 1-Bromo-2-[2-chloro-4-(methylsulphenyl)phenyl]acetylene

https://huagongshe.com/reaction/2380205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantBenzyltrimethylammonium hydroxideHCID 66854—
Reactant1,1-Dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]etheneHCID 19931783—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
Product1-Bromo-2-[2-chloro-4-(methylsulphenyl)phenyl]acetyleneHCID 1993176812,381.4%

Reaction Steps

A suspension of Triton B (Reg Trade Mark, N-benzyltrimethylammonium hydroxide, 40% in methanol, 1.8 g) in toluene was added to a solution of 1,1-dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene (0.96 g) in toluene. The mixture was stirred for 15 minutes. Sulphuric acid (2 m) was added and the resulting layers were separated. The organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromotography eluted with a mixture of hexane and dichloromethane to give 1-bromo-2-[2-chloro-4-(methylsulphenyl)phenyl]acetylene 90.78 g) as a yellow oil, NMR (CDCl3) 2.5 (s,3H), 7.05(d,1H), 7.2(s,1H), 7.35(d,1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05366957
Source datasetuspto-grants-1994_11
ORD IDord-b0fc333b1103453e919e5952f75d304f
Source noteuspto-grants-1994_11