Methyl Methacrylate → Methyl 2-methyl-3-(2-propen-1-ylamino)propanoate

HRID 2111243Notes

Reaction equation

HRID 2111243 reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].[C:5]([O:10][CH3:11])(=[O:9])[C:6]([CH3:8])=[CH2:7]>CO>[CH3:11][O:10][C:5](=[O:9])[CH:6]([CH3:8])[CH2:7][NH:4][CH2:1][CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 6658Methyl MethacrylateHCID 7853Allylamine

Product 1

HCID 43398422Methyl 2-methyl-3-(2-propen-1-ylamino)propanoateYield 78.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 11.42 g (0.20 mole) of allylamine, 24.03 g (0.24 mole) of methyl methacrylate and 100 mL of methanol in a pressure bottle, was heated at 90 degrees for 43 hours. After cooling the mixture was concentrated, then vacuum distilled under vaccuum to give 24.55 g (rac)-2-methyl-3-(2-propenylamino)-propanoic acid methyl ester as colorless oil. b.p. 70 degrees, 5 mm Hg.

Workup

  1. temperatureAfter cooling the mixture
  2. concentrationwas concentrated
  3. distillationvacuum distilled under vaccuum

Sources & evidence

ORD record
ord-d5f6525930264eb4bef47afd99e434e1
Source dataset
uspto-grants-2009_04
Patent number
US07517873B2

Reaction notes

Loading…