Acetic Anhydride → N-(hydroxymethyl)acetamide acetate

HRID 375179

Reaction equation

HRID 375179 reaction equation
[C:1]([O:4]C(=O)C)(=[O:3])[CH3:2].[OH:8][CH2:9][NH:10][C:11](=[O:13])[CH3:12]>N1C=CC=CC=1>[C:1]([OH:4])(=[O:3])[CH3:2].[OH:8][CH2:9][NH:10][C:11](=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 69365Formicin

Product 1

HCID 86745977N-(hydroxymethyl)acetamide acetateYield 900%

Reagents, catalysts & solvents 1

HCID 1049PyridineCatalyst

Procedure

Acetic anhydride (25 g) and pyridine (10 drops) is added to N-(hydroxymethyl)acetamide (9 g, 0.1 mol). The reaction mixture is stirred overnight at room temperature, concentrated in vacuo and chased with xylene to give the title product as an oil (11.9 g, 0.9 mol) which is identified by 1HNMR spectral analysis.

Workup

  1. concentrationconcentrated in vacuo and chased with xylene

Sources & evidence

ORD record
ord-452be2e369b949f39458cfbb65e5b732
Source dataset
uspto-grants-1996_01
Patent number
US05484807

Linked notes

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