Acrolein dimethyl acetal → 4-[4-(5-Dimethoxymethyl-4,5-dihydro-isoxazol-3-yl)-phenoxymethyl]-2-methyl-quinoline

Participants

Reaction Steps

Following a procedure analogous to that used in Example step 1c, but using 3,3-dimethoxy-propene and 4-(2-methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime from step 1b, the crude reaction was partitioned between ethyl acetate and water and the organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give 4-[4-(5-dimethoxymethyl-4,5-dihydro-isoxazol-3-yl)-phenoxymethyl]-2-methyl-quinoline (0.4 g, 100%) as a crude oil. MS found: (M+H)+=393.

Provenance & Evidence