4-Hydroxy-3-nitrobenzaldehyde → HCID 69268372, compound

Participants

Reaction Steps

The hydroxyl group of 4-hydroxy-3-nitrobenzaldehyde (500 mg) was protected by use of 2-methoxyethoxymethyl chloride (374 mg) in accordance with (production process 1), to thereby produce an MEM form (605 mg, yield: 70%). The resultant MEM form (255 mg) and 3,4-dimethoxybenzyl cyanide (177 mg) were subjected to condensation in accordance with process B of (production process 2), to thereby produce (Z)-2-(3,4-dimethoxy-phenyl)-3-[4-(2-methoxy-ethoxymethoxy)-3-nitro-phenyl]-acrylonitrile (153 mg, yield: 40%). The thus-produced (Z)-2-(3,4-dimethoxy-phenyl)-3-[4-(2-methoxy-ethoxymethoxy)-3-nitro-phenyl]-acrylonitrile (140 mg) was subjected to deprotection in accordance with (production process 3), to thereby produce the target product (72 mg, yield: 60%).

Provenance & Evidence