Bromine → HCID 21470010, compound

Participants

Reaction Steps

In the course of 1.5 hours, at 5°, 16 g of bromine are added dropwise to a solution of 50 g of [(2-hydroxy-5-methoxy-phenyl)methyl]-triphenyl-phosphonium bromide in 11 of methanol. The solution is then concentrated in vacuo at 20° to 130 ml, 250 ml of ethyl acetate are added thereto in the course of 2 hours, the resulting yellow suspension is stirred for 2 hours at 0°, and the slightly yellow crystals are filtered off with suction and recrystallised from methanol. [(3-Bromo-2-hydroxy-5-methoxy-phenyl)-methyl]-triphenyl-phosphonium bromide is thus obtained in the form of colourless crystals [m.p.: 259°; IR (KBr): 2875, 1585, 1565, 1415, 1325, 1200, 1165, 1150 cm-1 ; 1H-NMR (360 MHz), DMSO-d6); 3.43 (s, 3H, OCH3), 5.03 (d, 2H, CH2P+), 6.42 (dd, 1H), 7.08 (dd, 1H, 7.61 to 7.80 (m, 12H), 7.92 (m, 3H), 9.00 (br, s, 1H, OH) ppm]; yield 76% of the theoretical yield

Provenance & Evidence