Acetic Anhydride → 3-Formyl-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane

HRID 371952Notes

Reaction equation

HRID 371952 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]23[CH2:13][CH:12]2[CH2:11][NH:10][CH2:9]3)=[CH:4][CH:3]=1.[C:14](OC(=O)C)(=[O:16])C>C(O)=O>[CH:14]([N:10]1[CH2:11][CH:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)([CH2:13]2)[CH2:9]1)=[O:16]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 101303311-(4-Chlorophenyl)-3-azabicyclo[3.1.0]hexane

Product 1

HCID 203522573-Formyl-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent2×

Procedure

A solution of 1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane in formic acid is added at 0°-5° C. to aceticformic anhydride prepared from 2 volumes of acetic anhydride and one volume of formic acid. The mixture is warmed to 40°-50° C. and poured onto ice to give 3-formyl-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane as the product.

Workup

  1. temperatureThe mixture is warmed to 40°-50° C.
  2. additionpoured onto ice

Sources & evidence

ORD record
ord-6bfb7084ab1c4724a23a0979875ac86c
Source dataset
uspto-grants-1978_05
Patent number
US04088652

Reaction notes

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