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ChemicalBook CAS DataBase List 2-Bromofuran
584-12-3

2-Bromofuran synthesis

10synthesis methods
-

Yield:584-12-3 23%

Reaction Conditions:

with bromine in N-methyl-acetamide;(2S)-N-methyl-1-phenylpropan-2-amine hydrate

Steps:

64.a a
a 2-Bromofuran Dimethylformamide (35 ml) was cooled to -20° C. and then added dropwise with bromine (13 ml, 253 mmol) over 25 minutes to prepare solution of bromine in dimethylformamide. Furan (25 ml, 345 mmol) was dissolved in dimethylformamide (35 ml) and then added dropwise with the already prepared solution of bromine in dimethylformamide over 1 hour while the temperature was kept at 25 to 30° C. The reaction mixture was kept at 30 to 35° C. and stirred for 1 hour. The reaction mixture was pored in ice water (230 ml), and then the mixture was stirred for 2 minutes and extracted with diethyl ether. The extract was washed with water, and then added with diethylphenylamine (2 ml) and dried over sodium sulfate. Insoluble solids were removed by filtration, and the residue was distilled under atmospheric pressure to obtain the title compound as colorless liquid as a fraction of internal temperature of 95 to 105° C. (yield: 23%). 1H-NMR(CDCl3): 7.42(1H,d,J=2.4 Hz), 6.37(1H,d,J=2.9 Hz), 6.30(1H,d,J=4.0 Hz).

References:

Yamabe, Haruko;Okuyama, Masahiro;Nakao, Akira;Ooizumi, Mitsuru;Saito, Ken-ichi US2003/212094, 2003, A1

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