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ChemicalBook CAS DataBase List Bromodiphenylmethane
776-74-9

Bromodiphenylmethane synthesis

13synthesis methods
In a 250mL three-necked flask, 33.6g (0.2mol) of diphenylmethane, 8g (0.2mol) of sodium hydroxide were added and heated to an internal temperature of 95-105 °C. Slowly add bromine 33.6kg (0.21mol) dropwise, dropwise completion, hold at 100-110°C for 3 hou
-

Yield:954-67-6 71% ,776-74-9 17%

Reaction Conditions:

with N-Bromosuccinimide;triphenylphosphine in acetonitrile at 20; for 14 h;Cooling with ice;

Steps:

Typical procedure for the conversion of 3-phenylpropanol into 3-phenylpropyl acetate using Ph3P/Br2/NH4OAc

General procedure: To a solution of Ph3P(OAc)2, was added 3-phenylpropanol (1 mmol, 0.137 mL). The progress of the reaction was monitored by TLC (Table 3, entry 2). After completion of the reaction (0.3 h) the reaction mixture was filtered to remove the precipitated NH4Br followed by evaporation of the solvent. Column chromatography of the crude mixture on silica gel using n-hexane/EtOAc (3:1) as the eluent gave 3-phenylpropyl acetate in 90% yield (0.159 g).

References:

Iranpoor, Nasser;Firouzabadi, Habib;Elham, Etemadi Davan [Tetrahedron Letters,2013,vol. 54,# 14,p. 1813 - 1816]

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