Methanol → HCID 54410002, compound

Participants

Reaction Steps

A methanol solution of sodium methoxide (28%, 3.4 g) was added dropwise to an ice-cooled solution of trimethyl phosphonoacetate (3.2 g) and 3-ethoxy-4-(2-phenyl-4-oxazolylmethoxy)benzaldehyde (5.1 g) in N,N-dimethylformamide (DMF) (30 ml). The mixture was stirred for 5 minutes under ice-cooling, then for 4 hours at room temperature. The reaction mixture was poured into ice-water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4) and concentrated to yield methyl 3-ethoxy-4-(2-phenyl-4-oxazolylmethoxy)cinnamate (5.5 g, 91%), which was recrystallized from chloroform-ether to give colorless prisms, m.p.125-126° C.

Provenance & Evidence