Methyl Acrylate → 4-Morpholinepropanoic acid, methyl ester

HRID 847636

Reaction equation

HRID 847636 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:7]([O:11][CH3:12])(=[O:10])[CH:8]=[CH2:9]>ClCCl>[N:1]1([CH2:9][CH2:8][C:7]([O:11][CH3:12])=[O:10])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 8083Morpholine

Product 1

HCID 1013734-Morpholinepropanoic acid, methyl esterYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4.9 ml (56 mmol) of morpholine in 50 ml of dichloromethane was treated dropwise with 5.0 ml (56 mmol) of methyl acrylate. The resulting solution was allowed to stand at ambient temperature for 3 days, after which it was concentrated in vacuo to an oil. Chromatography on silica gel using 0.5% methanol/2% isopropylamine in chloroform provided 9.54 g (99%) of the desired compound as a colorless liquid.

Workup

  1. concentrationafter which it was concentrated in vacuo to an oil

Sources & evidence

ORD record
ord-8edfa088586d458692cabaee57cf64fa
Source dataset
uspto-grants-1992_08
Patent number
US05142056

Linked notes

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