Ammonia → 2-(4-Chlorophenyl)ethylamine

HRID 2253418Notes

Reaction equation

HRID 2253418 reaction equation
[NH3:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH3:10])=[CH:5][CH:4]=1>CO>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH2:1])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 7467P-Chloroacetophenone

Product 1

HCID 674302-(4-Chlorophenyl)ethylamineYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

EP-A-1201642 therefore describes a process for preparing amines from halogenated aromatics with anhydrous ammonia. In order to prevent dehalogenation of the aromatic, a solid acidic cocatalyst is added. In Example 6, p-chloroacetophenone together with 1.6% by weight of Raney Co and 19% by weight of ZrO2, based on the reactant, in methanol, is reacted with ammonia to give p-chlorophenylethylamine in >98% yield.

Workup

  1. additionis added

Sources & evidence

ORD record
ord-f710e012611c4baf976eab34f4efc3cf
Source dataset
uspto-grants-2008_01
Patent number
US07323599B2

Reaction notes

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