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ChemicalBook CAS DataBase List 2-Fluoroethyl bromide

2-Fluoroethyl bromide synthesis

10synthesis methods
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Yield:762-49-2 88%

Reaction Conditions:

with dimethylaminosulphur trifluoride in diethylene glycol dimethyl ether at -50 - 20;

Steps:

1.K
[K] Synthesis of l-bromo-2-fiuoroethane.; See J. Org. Chem. 1975, 40(5), 51 A. 1-Bromoethanol (1.65 g, 12.5 mmol) was added dropwise to a solution of dimethylamino sulfur trifluoride (DAST) (2.0 g, 12.5 mmol) in diglyme (8 mL) cooled to - 50 0C in a bath of dry- ice and acetone. The reaction mixture was warmed to room temperature, and continued to stirring at room temperature for 1 h. The most volatile portion was distilled at 68-75 0C for collection in dry-ice traps by a hood vacuum. The distillate was washed with water (4 mL), 5% sodium bicarbonate solution, dried over MgSO4, and redistilled to give product as a colorless oil (1.4 g; yield 88%). 1H NMR (CDCl3-(I) δ 3.50 (t-t, 2H, CH2Br), 4.62 (t-t, 2H, CH2F).

References:

THE GENERAL HOSPITAL CORPORATION WO2009/117728, 2009, A2 Location in patent:Page/Page column 61

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