2-Hydroxyanthraquinone → HCID 21278738、化合物

HRID 653469

反応式

HRID 653469 の反応式
[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]

参加物

4

反応物 2

HCID 117962-HydroxyanthraquinoneHCID 13528Methacryloyl chloride

生成物 1

HCID 21278738HCID 21278738、化合物収率 58%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-843e0b34082e424abfdbd162e3443e12
出典データセット
uspto-grants-1987_06
特許番号
US04677155

関連ノート

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