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

HRID 261157

반응식

HRID 261157 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 3283Diethyl Ether용매

실험 절차

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.,

후처리

  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

출처 및 근거

ORD 기록
ord-5bde6b4aee144e2193ad5df9b73ef4be
출처 데이터셋
uspto-grants-1979_08
특허 번호
US04164503

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