Ethyl formate → 1-Diphenylmethoxy-2-formylamino-2-methylpropane

HRID 1613188Notes

Reaction equation

HRID 1613188 reaction equation
[NH2:1][C:2]([CH3:19])([CH3:18])[CH2:3][O:4][CH:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH:20](OCC)=[O:21]>>[C:6]1([CH:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:4][CH2:3][C:2]([NH:1][CH:20]=[O:21])([CH3:19])[CH3:18])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 197753022-Amino-1-diphenylmethoxy-2-methylpropane

Product 1

HCID 197753101-Diphenylmethoxy-2-formylamino-2-methylpropaneYield 99.6%

Procedure

A mixture of 2-amino-1-diphenylmethoxy-2-methylpropane (7.6 g -- see Preparation 1) and ethyl formate (6.7 g) was heated at 100° in a steel bomb for 18 hours and evaporated. The residue was purified by chromatography on silica (18 g) using hexane plus 0-100% methylene chloride as the eluant. Appropriate fractions were combined and evaporated to give the title compound as a colourless gum (8.4 g, 99%).

Workup

  1. customevaporated
  2. customThe residue was purified by chromatography on silica (18 g)
  3. customevaporated

Sources & evidence

ORD record
ord-ab78bc85368441a587b0bf79f89c674b
Source dataset
uspto-grants-1993_03
Patent number
US05192765

Reaction notes

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