Dimethyl acetylenedicarboxylate → 1-(3-Methoxy-4-ethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene

Participants

Role	Name	HCID	Charge
Reactant	Dimethyl acetylenedicarboxylate	HCID 12980	—
Reactant	4-Ethoxy-3-methoxybenzaldehyde	HCID 67116	—
Reactant	2-Bromo-3,4,5-trimethoxybenzaldehyde dimethylacetal	HCID 15914458	—
Product	1-(3-Methoxy-4-ethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene	HCID 13910827	67%

Reaction Steps

2-Bromo-3,4,5-trimethoxybenzaldehyde dimethylacetal, 3-methoxy-4-ethoxybenzaldehyde and dimethyl acetylenedicarboxylate are treated in the same manner as described in Example 1, whereby 1-(3-methoxy-4-ethoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene is obtained as colorless needles. Yield: 67%

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04771072
Source dataset	uspto-grants-1988_09
ORD ID	ord-68abce3b5cf34756a1620115ccb7ff85
Source note	uspto-grants-1988_09