Dimethyl acetylenedicarboxylate → HCID 13910826, compound

HRID 330568

Reaction equation

CO[CH:3]([O:17]C)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[C:5]=1Br.[CH2:19]([O:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH:25]=O)[CH3:20].[C:32]([C:38]([O:40][CH3:41])=[O:39])#[C:33][C:34]([O:36][CH3:37])=[O:35]>>[CH2:19]([O:21][C:22]1[CH:23]=[C:24]([C:25]2[C:5]3[C:4](=[CH:9][C:8]([O:10][CH3:11])=[C:7]([O:12][CH3:13])[C:6]=3[O:14][CH3:15])[C:3]([OH:17])=[C:33]([C:34]([O:36][CH3:37])=[O:35])[C:32]=2[C:38]([O:40][CH3:41])=[O:39])[CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH3:20]

Participants

Reactant 3

HCID 12980Dimethyl acetylenedicarboxylate

HCID 2447283-Ethoxy-4-methoxybenzaldehyde

HCID 159144582-Bromo-3,4,5-trimethoxybenzaldehyde dimethylacetal

Product 1

HCID 13910826HCID 13910826, compoundYield 65%

Procedure

2-Bromo-3,4,5-trimethoxybenzaldehyde dimethyl-acetal, 3-ethoxy-4-methoxybenzaldehyde and dimethyl acetylenedicarboxylate are treated in the same manner as described in Example 1, whereby 1-(3-ethoxy-4-methoxyphenyl)-2,3-bis(methoxycarbonyl)-4-hydroxy-6,7,8-trimethoxynaphthalene is obtained as colorless needles.

Sources & evidence

ORD record: ord-38d051adaaba4f2cb20b1a7f94bdeed2
Source dataset: uspto-grants-1990_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04897418

Linked notes

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