Formic Acid → N-formyl-(3,5-difluorobenzyl)glycine methyl ester

HRID 1762799Notes

Reaction equation

HRID 1762799 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][NH:5][CH2:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[C:9]([F:14])[CH:8]=1.[CH:16](O)=[O:17].O>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3](=[O:15])[CH2:4][N:5]([CH:16]=[O:17])[CH2:6][C:7]1[CH:8]=[C:9]([F:14])[CH:10]=[C:11]([F:13])[CH:12]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 962WaterHCID 14479943N-(3,5-difluorobenzyl)-glycine methyl ester

Product 1

HCID 14254152N-formyl-(3,5-difluorobenzyl)glycine methyl esterYield 99.3%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of N-(3,5-difluorobenzyl)-glycine methyl ester (7.61 g, 0.0352 mole) and formic acid (1.33 ml, 0.0352 mole) was heated at reflux in xylene (60 ml) with azeotroic removal of water for 2.5 hours and the solvent was removed under vacuum to give the product as an oil (8.50 g, 99%).

Workup

  1. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-68cedded969b42f18ae3112b229b2e43
Source dataset
uspto-grants-1989_05
Patent number
US04835154

Reaction notes

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