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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306502Generated: October 30, 2026

p-Bromobenzenesulfonyl chloride → HCID 18434163, compound

https://huagongshe.com/reaction/2306502

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Bromobenzenesulfonyl chlorideHCID 7396—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
ReactantN-Methyl-6-[(piperidin-4-yl)oxy]-N-(prop-2-en-1-yl)hexan-1-amineHCID 22279367—
SolventDichloromethaneHCID 6344—
ProductHCID 18434163HCID 1843416373.8%

Reaction Steps

3 g of allyl-methyl-[6-(piperidin-4-yloxy)-hexyl]-amine (Ex. 49.1) are dissolved in 50 ml of methylene chloride and treated with 5.3 ml of Hünig Base (di-isopropyl-ethylamine) and 1.9 g of 4-bromo-phenylsulphonyl chloride. The reaction mixture is stirred at room temperature for 3 hours, treated with aqueous sodium hydrogen carbonate solution and extracted with methylene chloride. The organic phases are washed with saturated sodium chloride solution, dried and concentrated. The brown oil is purified on silica gel with ethyl acetate/methanol (9:1). There are obtained 2.6 g of allyl-[6-[1-(4-bromo-phenylsulphonyl)-piperidin-4-yloxy]-hexyl]-methyl-amine which are converted into the fumarate, MS: m/e 473 (M+H+, 1Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06441177B1
Source datasetuspto-grants-2002_08
ORD IDord-f068c9db1448498abb60a22c585c3402
Source noteuspto-grants-2002_08