Diethyl acetylenedicarboxylate → 1-(3,4-Dimethoxyphenyl)-2,3-bis(ethoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene

Participants

Role	Name	HCID	Charge
Reactant	Diethyl acetylenedicarboxylate	HCID 69803	—
Reactant	2-(3,4-Dimethoxy-alpha-hydroxybenzyl)-3,4,5-trimethoxybenzaldehyde dimethyl acetal	HCID 10597573	—
Product	1-(3,4-Dimethoxyphenyl)-2,3-bis(ethoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene	HCID 10577734	43%

Reaction Steps

40.8 g of 2-(3,4-dimethoxy-α-hydroxybenzyl)-3,4,5-trimethoxybenzaldehyde dimethyl acetal and 17.0 g of diethyl acetylenedicarboxylate are treated in the same manner as described in Example 1-(3) to give 1-(3,4-dimethoxyphenyl)-2,3-bis(ethoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene. Yield: 43%

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05066825
Source dataset	uspto-grants-1991_11
ORD ID	ord-395c83d067ab4b17a3698f7cde4e9347
Source note	uspto-grants-1991_11