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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30323Generated: October 30, 2026

Dimethyl Sulfoxide → (4-Benzylmorpholin-2-yl)(cyclopropyl)methanone

https://huagongshe.com/reaction/30323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
ReactantOxalyl chlorideHCID 65578—
Reactant(4-Benzylmorpholin-2-yl)(cyclopropyl)methanolHCID 59789293—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product(4-Benzylmorpholin-2-yl)(cyclopropyl)methanoneHCID 59789271—

Reaction Steps

A solution of dimethylsulphoxide (0.69 mL, 9.7 mmol, 2.2 eq) in DCM (4.5 mL) is slowly added to a solution of oxalyl chloride (2.43 mL, 4.85 mmol, 1.1 eq) in DCM (2.5 mL) followed by a solution of 76 (1.09 g, 4.41 mmol) in DCM (0.7 mL) under nitrogen at −60° C. After stirring for 15 minutes, triethylamine (3.14 mL, 22.1 mmol, 5 eq) is added and stirring continues for 15 minutes. After addition of water, the layers are separated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423037B2
Source datasetuspto-grants-2008_09
ORD IDord-c4081059b5ec48d99cfec68090949e81
Source noteuspto-grants-2008_09