Chloroprene → 2-Chloro-1,4,4a,12a-tetrahydrotetracene-5,6,11,12-tetrone

HRID 261157

反応式

HRID 261157 の反応式
[CH:1]1[CH:6]=[C:5]2[C:7]([C:9]3[C:17](=[O:18])[CH:16]=[CH:15][C:13](=[O:14])[C:10]=3[C:11](=[O:12])[C:4]2=[CH:3][CH:2]=1)=[O:8].[CH2:19]=[CH:20][C:21]([Cl:23])=[CH2:22]>C(O)(=O)C.CCOCC>[Cl:23][C:21]1[CH2:22][CH:16]2[CH:15]([C:13](=[O:14])[C:10]3[C:11](=[O:12])[C:4]4[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=4[C:7](=[O:8])[C:9]=3[C:17]2=[O:18])[CH2:19][CH:20]=1

参加物

5

反応物 2

HCID 31369ChloropreneHCID 1371691,4,9,10-Anthradiquinone

生成物 1

HCID 203952152-Chloro-1,4,4a,12a-tetrahydrotetracene-5,6,11,12-tetrone収率 72%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 3283Diethyl Ether溶媒

実験手順

Quinizarinquinone (I) (1.0 g, 4.2 mmol) and chloroprene (1.12 g, 12.6 mmol) were dissolved in acetic acid (6 ml, glacial) and stirred at ambient temperature under nitrogen for 2.5 days. The reaction mixture was then diluted with ether (25 ml), the reaction mixture filtered, the retained precipitate washed with ether and dried under reduced pressure in the presence of phosphorus pentoxide to yield 9-chloro-6a,7,10,10atetrahydro-5,6,11,12-naphthacenetetraone (II) (988 mg, 72%). Recrystalization (chloroform-ether) gave the foregoing compound in analytical purity m.p. 221°-222° C.,

後処理

  1. filtrationthe reaction mixture filtered
  2. washthe retained precipitate washed with ether
  3. dry with materialdried under reduced pressure in the presence of phosphorus pentoxide

出典と根拠

ORDレコード
ord-5bde6b4aee144e2193ad5df9b73ef4be
出典データセット
uspto-grants-1979_08
特許番号
US04164503

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