Selenium Dioxide → 5-Ethoxy-[1,2]naphthoquinone

HRID 719174Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][C:9]2=[O:14])[CH3:2].[Se](=O)=[O:16]>>[CH2:1]([O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](=[O:16])[C:9]2=[O:14])[CH3:2]

Participants

Reactant 2

HCID 24007Selenium Dioxide

HCID 218967975-Ethoxy-1-tetralone

Product 1

HCID 218968235-Ethoxy-[1,2]naphthoquinone

Procedure

Treatment of 5-ethoxy-1-tetralone with selenium dioxide as described in Reference Example 1A yielded 5-ethoxy-[1,2]naphthoquinone which was coupled with 2,3-diamino-benzoic acid, diacetate salt, as described to yield the title compound.

Sources & evidence

ORD record: ord-2950a6629865481ab5482681b38ced5a
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07132419B2

Reaction notes

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