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HRID 719172作成日:2026年10月27日

Selenium Dioxide → 1,2-Naphthoquinone

https://huagongshe.com/reaction/719172

反応式

関与物質

役割名称HCID仕込み量
反応物Selenium DioxideHCID 24007—
反応物2-Methyl-2,6,7,8-tetrahydro-chromen-5-oneHCID 11557341—
反応物Methyl 5-oxo-5,6,7,8-tetrahydronaphthalene-1-carboxylateHCID 12284900—
生成物1,2-NaphthoquinoneHCID 10667—
生成物5,6-Dioxo-5,6-dihydro-naphthalene-1-carboxylic acid methyl esterHCID 9813198—
生成物Methyl 5-oxo-5,6,7,8-tetrahydronaphthalene-1-carboxylateHCID 12284900—

反応手順

Methyl 5-oxo-5,6,7,8-tetrahydro-1-naphthoate was prepared according to the literature (J. Org. Chem. 1976, p2918) from 2-methyl-2,6,7,8-tetrahydro-chromen-5-one (Tetrahedron Letters, 1975, p3407). Treatment of methyl 5-oxo-5,6,7,8-tetrahydro-1-naphthoate with selenium dioxide as described in Reference Example 1A yielded the corresponding 1,2-naphthoquinone, 5,6-dioxo-5,6-dihydro-naphthalene-1-carboxylic acid methyl ester, which was coupled with 2,3-diamino-benzoic acid, diacetate salt, as described in Reference Example 1A to yield the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07132419B2
出典データセットuspto-grants-2006_11
ORD IDord-f9a514ff147742fc9893084408fcf88e
出典メモuspto-grants-2006_11