Benzylamine → n-Benzyl-2-hydroxyacetamide

HRID 1655364

Reaction equation

HRID 1655364 reaction equation
C[O:2][C:3](=O)[CH2:4][OH:5].[CH2:7]([NH2:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[CH2:7]([NH:14][C:3](=[O:2])[CH2:4][OH:5])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 66774Methyl Glycolate

Product 1

HCID 231065n-Benzyl-2-hydroxyacetamide

Procedure

The procedure of 84A was followed with methyl2-hydroxyethanoate (8 g) and benzylamine (10 ml in 30 ml H2O). After one hour material precipitated out of solution. The mixture was stirred overnight, and the solid recovered by filtration to provide 4.12 g of white solid. The solvent was removed from the filtrate by vacuum to provide 4.71 g of material The solid and filtrate were combined and passed over a silica column eluting with a gradient of ethyl acetate to ethyl acetate/methanol (v:v, 1:1). Removal of solvent provided 8 g of white crystal product.

Workup

  1. customAfter one hour material precipitated out of solution
  2. filtrationthe solid recovered by filtration

Sources & evidence

ORD record
ord-ec00d9d880564a899597fddd08833cd4
Source dataset
uspto-grants-1993_10
Patent number
US05250542

Linked notes

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