Nitric Acid → HCID 20478438, compound

HRID 904681Notes

Reaction equation

HRID 904681 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[CH3:12])=[C:7]([OH:14])[C:6]=1[CH2:15][CH2:16][CH3:17])(=[O:3])[CH3:2].C(OC(=O)C)(=O)C.[N+:25]([O-])([OH:27])=[O:26]>C(O)(=O)C>[C:1]([NH:4][C:5]1[C:10]([N+:25]([O-:27])=[O:26])=[CH:9][C:8]([C:11](=[O:13])[CH3:12])=[C:7]([OH:14])[C:6]=1[CH2:15][CH2:16][CH3:17])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 2775203N1-(4-acetyl-3-hydroxy-2-propylphenyl)acetamide

Product 1

HCID 20478438HCID 20478438, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

1-(4-Acetylamino-2-hydroxy-3-propylphenyl)ethanone (58.75 g) was suspended in glacial acetic acid (750 ml), and this suspension was treated with a mixture of glacial acetic acid (250 ml), acetic anhydride (48 ml) and conc. nitric acid (10.2 ml) with vigorous stirring. After 18 hours the insoluble material was collected and dried in vacuo to afford the title compound 29.1 g. The structure was confirmed by NMR and mass spectrometry.

Workup

  1. customAfter 18 hours the insoluble material was collected
  2. customdried in vacuo

Sources & evidence

ORD record
ord-7cdc0735ca034538983991f8b9caf3f7
Source dataset
uspto-grants-1983_12
Patent number
US04419352

Reaction notes

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