Methyl Acrylate → 1,2,3,4,5,12-Hexahydro-7,10-dimethoxy-5,12-epoxynaphthacene-2-carboxylic acid methyl ester

HRID 1154771Notes

Reaction equation

HRID 1154771 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]2[C:4]=1[CH:5]=[C:6]1[C:11](=[CH:12]2)[CH:10]2[O:19][CH:7]1[C:8](=[CH2:21])[C:9]2=[CH2:20].[C:22]([O:26][CH3:27])(=[O:25])[CH:23]=[CH2:24]>>[CH3:27][O:26][C:22]([CH:23]1[CH2:24][CH2:20][C:9]2[CH:10]3[O:19][CH:7]([C:6]4[C:11]3=[CH:12][C:13]3[C:4](=[C:3]([O:2][CH3:1])[CH:16]=[CH:15][C:14]=3[O:17][CH3:18])[CH:5]=4)[C:8]=2[CH2:21]1)=[O:25]

Participants

3

Reactant 2

HCID 7294Methyl AcrylateHCID 126711181,2,3,4-Tetrahydro-5,8-dimethoxy-2,3-dimethylene-1,4-epoxyanthracene

Product 1

HCID 540730251,2,3,4,5,12-Hexahydro-7,10-dimethoxy-5,12-epoxynaphthacene-2-carboxylic acid methyl ester

Procedure

In a manner analogous to that described in Example 1, a mixture of 1,2,3,4-tetrahydro-5,8-dimethoxy-2,3-dimethylene-1,4-epoxyanthracene and methyl acrylate was reacted to give 1,2,3,4,5,12-hexahydro-7,10-dimethoxy-5,12-epoxynaphthacene-2-carboxylic acid methyl ester which was converted via 5,12-diacetoxy-1,2,3,4-tetrahydro-7,10-dimethoxy-2-naphthacenecarboxylic acid methyl ester into 5,12-diacetoxy-1,2,3,4,6,11-hexahydro-7,10-dimethoxy-6,11-dioxo-2-naphthacenecarboxylic acid methyl ester.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-214b632635ec4f978c5b599ca78cff2b
Source dataset
uspto-grants-1981_11
Patent number
US04298535

Reaction notes

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