Ethyl N-methylaminoacetate hydrochloride → N-Methyl-N-[2-(2,4,6-trimethylphenyl)-2-cyanovinyl]-glycine ethyl ester

HRID 263701

Reaction equation

HRID 263701 reaction equation
[CH:1]([CH:3]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH3:13])=[CH:8][C:7]=1[CH3:14])[C:4]#[N:5])=O.Cl.[CH2:16]([O:18][C:19](=[O:23])[CH2:20][NH:21][CH3:22])[CH3:17]>C1C=CC=CC=1>[CH2:16]([O:18][C:19](=[O:23])[CH2:20][N:21]([CH3:22])[CH:1]=[C:3]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH3:13])=[CH:8][C:7]=1[CH3:14])[C:4]#[N:5])[CH3:17]

Participants

4

Reactant 2

HCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 224743973-Oxo-2-(2,4,6-trimethyl-phenyl)-propionitrile

Product 1

HCID 54495113N-Methyl-N-[2-(2,4,6-trimethylphenyl)-2-cyanovinyl]-glycine ethyl ester

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of a-formyl-2,4,6 trimethylphenylacetonitrile (4.5 g, 24 mmol) and sarcosine ethyl ester hydrochloride (3.7 g, 24 mmol) in 100 mL of benzene was refluxed in a Dean-Stark apparatus for 16 h. The solvent was removed in vacuo to afford N-Methyl-N-[2-(2,4,6-trimethylphenyl)-2-cyanovinyl]-glycine ethyl ester as a pale yellow oil.

Workup

  1. temperaturewas refluxed in a Dean-Stark apparatus for 16 h
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-5e47cd794cfa43fabfef38e67bdb4b46
Source dataset
uspto-grants-1997_07
Patent number
US05644057

Linked notes

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