4-Methoxybenzyl alcohol → HCID 86614063, compound

Participants

Reaction Steps

A stirred solution of methyl (2S,3aR,9bR)-6-chloro-9b-hydroxy-5-methyl-1, 2,3,3a,5,9b-hexahydropyrrolo[2,3-c][2,1]benzoxazine-2-carboxylate (Preparation 118 25 g), para-methoxybenzyl alcohol (115 g) and titanium tetraethoxide (1.5 g) in toluene (300 ml) was heated at reflux for 1 hour. The reaction mixture was cooled, evaporated to a small volume and purified by flash column chromatography on silica gel eluting with a gradient of ethyl acetate:hexane (1:4 to 2:3) to give the product (29 g).

Provenance & Evidence