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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21458Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/21458

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 numberUS05424276
Source datasetuspto-grants-1995_06
ORD IDord-f5d5be1f25384852af0050db91e2a0fa
Source noteuspto-grants-1995_06