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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091361Generated: November 3, 2026

Methanol → N-(4-((2S)-morpholin-2-yl)phenyl)acetamide

https://huagongshe.com/reaction/1091361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium formateHCID 2723923—
ReactantN-(4-((2S)-4-((1R)-1-phenylethyl)morpholin-2-yl)phenyl)acetamideHCID 66594393—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
ProductN-(4-((2S)-morpholin-2-yl)phenyl)acetamideHCID 66594379131.2%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of N-(4-((2S)-4-((1R)-1-phenylethyl)morpholin-2-yl)phenyl)acetamide (6.47 g, 20 mmol) and ammonium formate (6.3 g, 100 mmol) in mixture of tetrahydrofuran (136 ml), methanol (270 ml) and water (70 ml) was added 10% palladium on carbon (wet, 270 mg) and the solution was stirred at 95° C. for 3 hours. After filtration, the solvent was removed in vacuo and the residue was partitioned between water and dichloromethane. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to give N-(4-((2S)-morpholin-2-yl)phenyl)acetamide (5.78 g, quant.) as an yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129377B2
Source datasetuspto-grants-2012_03
ORD IDord-eb1209b94e324fe78b6dfee48acf23f1
Source noteuspto-grants-2012_03