2-Hydroxyanthraquinone → HCID 21278738, 화합물

HRID 653469

반응식

HRID 653469 반응식
[OH:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:17])[C:4]=2[CH:3]=1.[C:18](Cl)(=[O:22])[C:19]([CH3:21])=[CH2:20]>N1C=CC=CC=1>[C:18]([O:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:17])[C:4]=2[CH:3]=1)(=[O:22])[C:19]([CH3:21])=[CH2:20]

참가 물질

4

반응물 2

HCID 117962-HydroxyanthraquinoneHCID 13528Methacryloyl chloride

생성물 1

HCID 21278738HCID 21278738, 화합물수율 58%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

0.2 mol of 2-hydroxyanthraquinone is dissolved in 600 ml of pyridine under an inert gas in a 1,000 ml brown glass flask with a dropping funnel and thermometer. 0.24 mol of methacryloyl chloride is then added dropwise in the course of 15 minutes, with ice-cooling. After the mixture has been stirred at room temperature for 20 hours, the pyridine is removed on a rotary evaporator. The crude crystalline product is suspended in 500 ml of 0.1 N HCl, the suspension is filtered, the solid is taken up in water again and, after washing with sodium bicarbonate solution and water, the crude product is dried in vacuo. Yield of crude product: 90% of theory. Recrystallisation of the crude product from ethylene glycol monomethyl ether gives a 58% yield of 2-anthraquinonyl methacrylate as a yellow crystalline product; melting point: 184-186° C. ε254 =50200, ε325 =5200 in ethanol.

후처리

  1. temperaturecooling
  2. customthe pyridine is removed on a rotary evaporator
  3. filtrationthe suspension is filtered
  4. washafter washing with sodium bicarbonate solution and water
  5. dry with materialthe crude product is dried in vacuo
  6. customRecrystallisation of the crude product from ethylene glycol monomethyl ether

출처 및 근거

ORD 기록
ord-843e0b34082e424abfdbd162e3443e12
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04677155

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