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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 353549Generated: October 28, 2026

Dimethylformamide → 4-But-2-ynyloxy-benzenesulfonyl chloride

https://huagongshe.com/reaction/353549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant4-But-2-ynyloxy-benzenesulfonic acid sodium saltHCID 23704056—
SolventDichloromethaneHCID 6344—
Product4-But-2-ynyloxy-benzenesulfonyl chlorideHCID 1119592895%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of oxalyl chloride (47.8 ml, 0.545 mol) at 0° C. in 240 mL of CH2Cl2 was added a DMF (43.0 ml) solution of 4-but-2-ynyloxy-benzenesulfonic acid sodium salt in a drop wise manner. The reaction mixture was stirred at 0° C. for 30 min and then let warm to room temperature and stirred for 18 h. The reaction was then poured into ice and extracted with hexanes. The organics were washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo to provide 42.0 g (95%) of the desired product as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06753337B2
Source datasetuspto-grants-2004_06
ORD IDord-7a54bc231ffe42e2be5fe7c6753c0f3c
Source noteuspto-grants-2004_06