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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206651Generated: November 4, 2026

Water → Tert-butyl 2-acetylmorpholine-4-carboxylate

https://huagongshe.com/reaction/2206651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTert-butyl 2-(methoxy(methyl)carbamoyl)morpholine-4-carboxylateHCID 57449675—
ReactantHCID 178418689HCID 178418689—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 2-acetylmorpholine-4-carboxylateHCID 70990574872.3%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of tert-butyl 2-(methoxy(methyl)carbamoyl)morpholine-4-carboxylate (11 g, 4.0 mmol) in THF (40 mL) was added CH3MgBr (4 mL, 12 mmol) at −78° C. The mixture was stirred at −78° C. for 3 hr. Water (20 mL) was added and the mixture was extracted by ethyl acetate (80 mL*3). The organic layer was washed with brine and dried over sodium sulfate. The crude product was concentrated and purified by column chromatography on silica gel (eluted: petroleum ether/ethyl acetate=10/1) to give tert-butyl 2-acetylmorpholine-4-carboxylate (8 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371331B2
Source datasetuspto-grants-2016_06
ORD IDord-12f4f898b5494ed6b50ae5ed59d47b97
Source noteuspto-grants-2016_06