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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361093Generated: October 30, 2026

Water → HCID 86642396, compound

https://huagongshe.com/reaction/1361093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEugenolHCID 3314—
ReactantTriethylamineHCID 8471—
Reactant1-Butanesulfonyl chlorideHCID 75430—
SolventDichloromethaneHCID 6344—
ProductHCID 86642396HCID 8664239694.9%

Reaction Conditions

Temperature-20 °C

Reaction Steps

13 ml (0.1 mol) of butanesulfonyl chloride are added dropwise to a solution of 15 g (0.09 mol) of eugenol and 16 ml (0.11 mol) of triethylamine in 150 ml of dichloromethane cooled beforehand to −20° C. The reaction mixture is stirred for 4 hours at room temperature. The reaction is treated by adding 50 ml of water and extracting with dichloromethane. The organic phase is dried over sodium sulfate, filtered and evaporated. The residue is purified by chromatography on a column of silica eluted with a 90/10 heptane/ethyl acetate mixture. 24.3 g (74%) of 4-allyl-2-methoxyphenyl 1-butane-1-sulfonate are obtained in the form of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879907B2
Source datasetuspto-grants-2011_02
ORD IDord-0cb7beea4179474f99ddbbeea931df03
Source noteuspto-grants-2011_02