Methanol → O-benzyl-L-tyrosine

Participants

Reaction Conditions

Reaction Steps

To a solution of L-tyrosine of the formula (10) (250 g) in 2N NaOH solution (552 ml), copper sulphate solution (172 g of CuSO4 in 600 ml of water) was added and heated at 60° C. for 2 h. The reaction mixture was cooled to room temperature and methanol (2.5 L) and 2N NaOH (83 ml) was added and then benzyl chloride (15 ml) was added drop wise. The reaction mass was allowed to warm to room temperature. The precipitate was filtered and washed to give the title compound as white to off-white solid (260 g, 70%) (Ref: Bodansky & Bodansky pp50).

Provenance & Evidence