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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924935Generated: October 30, 2026

4-Methylmorpholine → HCID 46318635, compound

https://huagongshe.com/reaction/924935

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 numberUS09283229B2
Source datasetuspto-grants-2016_03
ORD IDord-68c796e1df534dad82492b63dc03d96b
Source noteuspto-grants-2016_03