ChemicalBook CAS DataBase List 4-(2-Bromoacetyl)benzonitrile

4-(2-Bromoacetyl)benzonitrile synthesis

9synthesis methods

Product Name:4-(2-Bromoacetyl)benzonitrile
CAS Number:20099-89-2
Molecular formula:C9H6BrNO
Molecular Weight:224.05

4-(2-Bromoacetyl)benzonitrile can be used as an intermediate in pharmaceutical synthesis, which can be synthesized from 4-cyanoacetophenone and N-bromosuccinimide (NBS) in ethyl acetate through related reactions, the reaction is needed Amberlyst15 ion exchange resin as catalyst.

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Yield:20099-89-2 85%

Reaction Conditions:

with water in 1,2-dichloro-ethane at 20; for 14 h;

Steps:

General procedure for the synthesis of a-halomethyl ketones

General procedure: To a solution of haloalkyne (0.5 mmol) in DCE (5 mL) were added H2O (27 mg,1.5 mmol) and MCM-41-PPh3-AuNTf2 (58 mg, 0.015 mmol). The reaction mixture was stirred at room temperature and the progress of the reaction was monitored using TLC.The reaction typically took 14 h. After completion of the reaction, the catalyst was separated by a simple filtration of the reaction solution, washed with acetone (25 mL),and reused in the next run. The filtrate was concentrated under reduced pressure and the residue was purified using chromatography on silica gel (eluent: light petroleumether/ethyl acetate =25: 1) to afford the desired product 2a-2b’.

References:

Hu, Sifan;Liu, Dayi;Yan, Chenyu;Cai, Mingzhong [Synthetic Communications,2018,vol. 48,# 23,p. 2983 - 2991] Location in patent:supporting information

1443-80-7 Synthesis