Acetic Anhydride → 3-Acetyl-1-(p-acetamidophenyl)-3-azabicyclo[3.1.0]hexane

HRID 371950

Reaction equation

HRID 371950 reaction equation
[C:1]([N:4]1[CH2:9][CH:8]2[C:6]([C:10]3[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=3)([CH2:7]2)[CH2:5]1)(=[O:3])[CH3:2].[C:17](OC(=O)C)(=[O:19])[CH3:18]>C(O)(=O)C.C([O-])(=O)C.[Na+]>[C:1]([N:4]1[CH2:9][CH:8]2[C:6]([C:10]3[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[CH:12][CH:11]=3)([CH2:7]2)[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 204683323-Acetyl-1-(p-aminophenyl)-3-azabicyclo[3.1.0]hexane

Product 1

HCID 203522493-Acetyl-1-(p-acetamidophenyl)-3-azabicyclo[3.1.0]hexane

Reagents, catalysts & solvents 1

HCID 23662384Sodium DiacetateSolvent

Procedure

A solution of 3-acetyl-1-(p-aminophenyl)-3-azabicyclo[3.1.0]hexane in aqueous acetic acid-sodium acetate is treated with acetic anhydride at ambient temperature. The reaction mixture is chilled and filtered to give 3-acetyl-1-(p-acetamidophenyl)-3-azabicyclo[3.1.0]hexane.

Workup

  1. temperatureThe reaction mixture is chilled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-f94df4f344024768bd329a144a2703ea
Source dataset
uspto-grants-1978_05
Patent number
US04088652

Linked notes

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