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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040040Generated: October 25, 2026

Nitrogen → Methanesulfonic acid 4-acetyl-oxazol-2-ylmethyl ester

https://huagongshe.com/reaction/2040040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1-(2-Hydroxymethyl-oxazol-4-yl)ethanoneHCID 66928792—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethanesulfonic acid 4-acetyl-oxazol-2-ylmethyl esterHCID 86649491—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 1-(2-hydroxymethyl-oxazol-4-yl)-ethanone (75 mg, 0.53 mmol) in dry CH2Cl2 (5.0 mL) was treated at 0° C. with Et3N (0.10 mL, 0.71 mmol) followed by DMAP (6 mg, 0.05 mmol) and Ms-Cl (0.05 mL, 0.66 mmol). After stirring at 0° C. for 30 min, the reaction mixture was quenched with water (10 mL), extracted with CH2Cl2 (10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. TLC: rf (EA)=0.63. LC-MS-conditions 02: tR=0.64 min; [M+H]+=220.22.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580831B2
Source datasetuspto-grants-2013_11
ORD IDord-d2d5547a0c8f41fea2128d6ef536ff01
Source noteuspto-grants-2013_11