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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259430Generated: October 30, 2026

Ethyl Acetate → 3-(Benzyloxy)cyclobutane-1-sulfonyl chloride

https://huagongshe.com/reaction/1259430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantDiisopropylethylamineHCID 81531—
ReactantPotassium 3-(benzyloxy)cyclobutane-1-sulfonateHCID 86656336—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product3-(Benzyloxy)cyclobutane-1-sulfonyl chlorideHCID 5838053538%

Reaction Steps

POCl3 (0.34 mL, 3.558 mmol) was added to a cooled solution of potassium 3-(benzyloxy)cyclobutane-1-sulfonate (0.5 g, 1.779 mmol) in dry DCM (10 mL) at 0° C. This was followed by the slow addition of diisopropyl ethyl amine (0.65 mL, 3.558 mmol) and stirred the resulting reaction mixture at 0° C. for 2 hours. The reaction was monitored by TLC (20% ethyl acetate in hexane). The reaction mixture was extracted with DCM. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (8% ethyl acetate in hexane) afforded 0.15 g of the product (38% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466289B2
Source datasetuspto-grants-2013_06
ORD IDord-960729471ea94814b5bfa01cf023c0ef
Source noteuspto-grants-2013_06