Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278331Generated: October 28, 2026

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

https://huagongshe.com/reaction/278331

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 numberUS06358980B1
Source datasetuspto-grants-2002_03
ORD IDord-c4dfea30764a402ca9d555a3a785d7ef
Source noteuspto-grants-2002_03