Acetic Anhydride → HCID 21568996, compound

HRID 1579612Notes

Reaction equation

HRID 1579612 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]([CH3:15])=[O:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[C:16]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]([CH3:15])=[O:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1)(=[O:18])[CH3:17]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 2302841HCID 2302841, compound

Product 1

HCID 21568996HCID 21568996, compoundYield 73%

Procedure

A mixture of 5.0 g (0.0248 mole) of methyl 5-(p-aminophenyl)-2-furyl ketone and 75 ml of acetic anhydride was heated at 70°-90° for 2 hours. The excess acetic anhydride was removed on a Calab evaporator, and the residual solid was recrystallized from ethyl acetate to yield 4.4 g (73%) of methyl 5-(p-acetamidophenyl)-2-furyl ketone. An analytical sample was prepared by drying a sample in the vacuum pistol at the temperature of refluxing chloroform, m.p. 214°-215°.

Workup

  1. temperaturewas heated at 70°-90° for 2 hours
  2. customThe excess acetic anhydride was removed on a Calab evaporator
  3. customthe residual solid was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-aebf2f57fee44aed899eceb7169c3f6d
Source dataset
uspto-grants-1976_01
Patent number
US03931247

Reaction notes

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