Syringaldehyde → HCID 23089858, compound

Participants

Reaction Steps

The hydroxyl group of 4-hydroxy-3,5-dimethoxybenzaldehyde (2.44 g) was protected by use of 2-methoxyethoxymethyl chloride (1.67 g) in accordance with (production process 1), to thereby produce an MEM form (3.40 g, yield: 94%). The resultant MEM form (3.40 g) and 3,4-dimethoxybenzyl cyanide (2.23 g) were subjected to condensation in accordance with process A of (production process 2), to thereby produce (Z)-3-[3,5-dimethoxy-4-(2-methoxyethoxymethoxy)-phenyl]-2-(3,4-dimethoxy-phenyl)-acrylonitrile (3.53 g, yield: 65%). The thus-produced (Z)-3-[3,5-dimethoxy-4-(2-methoxyethoxymethoxy)-phenyl]-2-(3,4-dimethoxy-phenyl)-acrylonitrile (0.35 g) was subjected to deprotection in accordance with (production process 3), to thereby produce the target product (0.25 g, yield: 90%).

Provenance & Evidence