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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178030Generated: October 30, 2026

4-Methylmorpholine → HCID 46318635, compound

https://huagongshe.com/reaction/2178030

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantN,O-DimethylhydroxylamineHCID 14232—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactanto-Chlorophenylacetic acidHCID 17124—
Reactant1-HydroxybenzotriazoleHCID 75771—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 46318635HCID 4631863556%

Reaction Steps

A mixture of 2-(2-chlorophenyl)acetic acid (1.0 g, 5.9 mmol), O,N-dimethyl-hydroxylamine (0.631 g, 6.3 mmol), EDCI (1.2 g, 6.3 mmol), HOBT (0.874 g, 6.3 mmol), and NMM (2.6 mL, 23.6 mmol) in anhydrous CH2Cl2 (20 mL) was stirred at room temperature for two hours under nitrogen. The reaction mixture was diluted with a mixture of CH2Cl2 and MeOH (v/v=10:1, 100 mL). The organic layer was washed with aqueous HCl (0.5 mol/L, 30 mL×2), saturated NaHCO3 (30 mL×2) and brine (30 mL), dried over Na2SO4, filtered, and concentrated to give crude 2-(2-chlorophenyl)-N-methoxy-N-methylacetamide (0.7 g, yield: 56.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067893B2
Source datasetuspto-grants-2015_06
ORD IDord-880e2950ce9e4d0ebf9d67cd1a065b44
Source noteuspto-grants-2015_06