Iodine → HCID 603312, compound

Participants

Reaction Steps

Under nitrogen, magnesium (1.87 g) was placed in a 3-neck 250 ml round bottom flask along with about 60 ml of diethyl ether and a few crystals of iodine and a few drops of n-butyl lithium (2M). 1-bromo-2-(bromomethyl)benzene (17.5 g) was added to an addition funnel along with 20 ml of diethyl ether. This solution was added dropwise to the mixture. The reaction was refluxed for an additional ½ hour after dropwise addition was completed. Chlorodiphenylphosphine (11.3 ml) in 20 ml of diethyl ether was then added dropwise with vigorous stirring to the Grignard solution at a rate to maintain a reflux. When the addition was complete, the reaction was refluxed for an additional hour and then cooled to room temperature and quenched with aqueous hydrochloric acid (dropwise addition) under nitrogen. The layers were separated and the organic layer was washed with water. The mixture was then filtered, separated, and dried. The solvent was then removed to obtain 24.8 g of (2-bromobenzyl)diphenyl-phosphine.

Provenance & Evidence