Quinizarin → 1,4,9,10-Anthradiquinone

HRID 2397267

반응식

HRID 2397267 반응식
[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([OH:18])=[CH:4][CH:3]=1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4]>C(O)(=O)C>[C:2]1(=[O:1])[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5](=[O:18])[CH:4]=[CH:3]1

참가 물질

4

반응물 2

HCID 6688QuinizarinHCID 178418268HCID 178418268, 화합물

생성물 1

HCID 1371691,4,9,10-Anthradiquinone수율 82.7%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 1,4-dihydroxyanthraquinone (10.0 g), lead tetraacetate (20 g) and acetic acid (25 ml) was ground together in mortar and pestle for 10 minutes at 25°. The reaction mixture was filtered and the solid washed with acetic acid, water, and ether. The red solid was taken up in a large volume of aceton (700 ml), the solution filtered through Celite, dried over sodium sulfate and evaporated under reduced pressure to give 1,4,9,10 anthradiquinone (8.2 g, 81% yield) as a brown solid. m.p. 213°-215° C. (benzene/pet. ether) lit m.p. 211°-213° NMR (CDCl3) δ8.2-7.8 (m, 4H aryl), 6.88 (s, 2H); IR 5.95, 610 (sh), 6.15 (sh), 6.3μ.

후처리

  1. filtrationThe reaction mixture was filtered
  2. washthe solid washed with acetic acid, water, and ether
  3. filtrationthe solution filtered through Celite
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-fb0ebff14f294ab8bc22ff31b17d8c84
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04021457

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