2-Fluorobenzoyl chloride → 3-(o-Fluorobenzoyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane

HRID 1903257Notes

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(=O)([O-])[O-].[Na+].[Na+].[F:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23](Cl)=[O:24]>>[F:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23]([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:24]

Participants

Reactant 3

HCID 98082-Fluorobenzoyl chloride

HCID 10340Sodium Carbonate

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

Product 1

HCID 204683333-(o-Fluorobenzoyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane

Procedure

A 19.53 g. portion of 1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane, 10.59 g. of sodium carbonate and 15.8 g. of o-fluorobenzoyl chloride are reacted to give the product 3-(o-fluorobenzoyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane as a brown gum.

Sources & evidence

ORD record: ord-e57347b090644315b7d0a66d2531ed2c
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04435419

Reaction notes

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