Sodium Carbonate → 3-(1-Adamantylcarbonyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane

HRID 66279

Reaction equation

HRID 66279 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+].[C:20]12([C:30](Cl)=[O:31])[CH2:29][CH:24]3[CH2:25][CH:26]([CH2:28][CH:22]([CH2:23]3)[CH2:21]1)[CH2:27]2>>[C:20]12([C:30]([N:10]3[CH2:11][CH:12]4[C:8]([C:5]5[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=5)([CH2:13]4)[CH2:9]3)=[O:31])[CH2:27][CH:26]3[CH2:25][CH:24]([CH2:23][CH:22]([CH2:28]3)[CH2:21]1)[CH2:29]2

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 989151-Adamantanecarbonyl chlorideHCID 101303311-(4-Chlorophenyl)-3-azabicyclo[3.1.0]hexane

Product 1

HCID 204683543-(1-Adamantylcarbonyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane

Procedure

A sample of 19.35 g of 1-p-chlorophenyl-3-azabicyclo[3.1.0]hexane, 10.59 g of sodium carbonate and 19.87 g of 1-adamantanecarboxylic acid chloride are reacted in accordance with Example 36, yielding the product 3-(1-adamantylcarbonyl)-1-(p-chlorophenyl)-3-azabicyclo[3.1.0]hexane as a white solid, mp 163°-165° C.

Sources & evidence

ORD record
ord-7dd1cd11db6b43f6852336020da61547
Source dataset
uspto-grants-1978_12
Patent number
US04131611

Linked notes

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