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ChemicalBook CAS DataBase List 2,2-DibroMo-1-thiophen-2-yl-ethanone
68672-88-8

2,2-DibroMo-1-thiophen-2-yl-ethanone synthesis

6synthesis methods
-

Yield:68672-88-8 28% ,57681-63-7 28%

Reaction Conditions:

with N-Bromosuccinimide;perchloric acid in water;acetonitrile at 20; for 12 h;Inert atmosphere;

Steps:

General procedure for the preparationof α,α-dibromoketones 5

General procedure: Acetonitrile (2 cm3/mmol), water (1 cm3/mmol), and HClO4 (10 mol %) was added to a mixture of alkyne 4(1.0 mmol) and NBS (2.5 mmol). The resultant mixture was stirred for the time indicated in Table 1. Then, thereaction mixture was diluted with Et2O (8 cm3/mmol) andwashed with a saturated solution of Na2CO3 (3 cm3/mmol),Na2S2O3 (3 cm3/mmol), water (3 cm3/mmol), and brine (3 cm3/mmol). The organic layer was dried over MgSO4,concentrated under reduced pressure and column chromatographyon silica gel afforded the a,a-dibromoketones 5.

References:

Kotek, Vladislav;Polk, Peter;Tobrman, Tom [Monatshefte fur Chemie,2016,vol. 147,# 2,p. 405 - 412]