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ChemicalBook CAS DataBase List 1-BROMO-8-PHENYLOCTANE
54646-75-2

1-BROMO-8-PHENYLOCTANE synthesis

12synthesis methods
Alkyl alcohols (5.0 mmol, 1 equiv) were dissolved in dry 5 ml of dichloromethane in a dry 25 ml flask. It was then cooled to 0 °C and the dissolved material was added to a solution of CBr4 (2.5 g, 7.5 mmol, 1.5 equiv.) in DCM (10 mL) under Ar atmosphere.
-

Yield:-

Reaction Conditions:

with triphenylphosphine in dichloromethane

Steps:

1.a (a)
To an ice cold solution of the octanol (ca. 19.8 mmoles) and carbon tetrabromide (21.98 mmoles) in methylene chloride (50 ml) was added triphenylphosphine (22.30 mmoles) in methylene chloride (50 ml) and the resulting solution was stirred for 2.5 hours. The volatiles were evaporated and the residue was taken up in ether (100 ml), cooled in ice, and filtered. The filtrate was evaporated and distilled to afford 8-phenyloctyl bromide as an oil.

References:

SmithKline Beecham Corporation US4954513, 1990, A

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