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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180540Generated: November 2, 2026

Water → 4-(2,3-Pentadienyloxy)benzenesulfonyl Chloride

https://huagongshe.com/reaction/1180540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4-(2,3-Pentadienyloxy)benzenesulfonic acid sodium saltHCID 58978920—
SolventAcetonitrileHCID 6342—
SolventSulfolaneHCID 31347—
Product4-(2,3-Pentadienyloxy)benzenesulfonyl ChlorideHCID 8582624865%

Reaction Conditions

Temperature62.5 °C

Reaction Steps

To a suspension of product from Example 9 (740 mg, 2.48 mmol) in acetonitrile (2 ml) and sulfolane (2 ml) was added phosphoryl chloride (0.9 ml, 9.93 mmol) and the resulting mixture was heated at 60-65° C. for 2 hours. The mixture was cooled in ice and cold water was added, dropwise, while stirring was continued for an additional 15 minutes. The reaction mixture was extracted with ethyl acetate and the organic layer was dried over anhydrous sodium sulfate. The crude residue was purified by flash chomatography to give 415 mg (65%) of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282496B2
Source datasetuspto-grants-2007_10
ORD IDord-947ebdadbf294031b895a0cedabb3092
Source noteuspto-grants-2007_10