Sodium Methoxide → sodium 4-[(E)-2-(4-fluorophenyl)vinyl]benzenesulfinate

Participants

Reaction Steps

To a mixture of 3-({4-[(E)-2-(4-fluorophenyl)vinyl]phenyl}sulfonyl)propanenitrile (Step 2, 75 g, 0.24 mol) in THF (1 L) and MeOH (500 mL) was added sodium methoxide (13 g, 0.24 mol). The mixture was stirred for 1 h at room temperature then diluted with isohexane and Et2O. The solid was filtered off, triturated with isohexane and dried under vacuum to give sodium 4-[(E)-2-(4-fluorophenyl)vinyl]benzenesulfinate (66 g). δH (500 MHz, d6 DMSO): 7.65 (2H, t, J 6.8), 7.53 (2H, d, J 7.8), 7.45 (2H, d, J 7.7), 7.26–7.18 (4H, m). m/z (ES−) 261 [(M−Na)−].

Provenance & Evidence