Pyridinium chloride → 3,4-Dichloro-6,7,8,8a,9,10-hexahydro-2-hydroxy-6-oxo-8a-propylphenanthrene

HRID 867993ノート

反応式

HRID 867993 の反応式
Cl.N1C=CC=CC=1.[Cl:8][C:9]1[C:10]([O:28]CC(O)=O)=[CH:11][C:12]2[CH2:13][CH2:14][C:15]3([CH2:25][CH2:26][CH3:27])[C:20]([C:21]=2[C:22]=1[Cl:23])=[CH:19][C:18](=[O:24])[CH2:17][CH2:16]3>>[Cl:8][C:9]1[C:10]([OH:28])=[CH:11][C:12]2[CH2:13][CH2:14][C:15]3([CH2:25][CH2:26][CH3:27])[C:20]([C:21]=2[C:22]=1[Cl:23])=[CH:19][C:18](=[O:24])[CH2:17][CH2:16]3

参加物

3

反応物 2

HCID 10176127Pyridinium chlorideHCID 21289572[(3,4-Dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]acetic acid

生成物 1

HCID 212895743,4-Dichloro-6,7,8,8a,9,10-hexahydro-2-hydroxy-6-oxo-8a-propylphenanthrene

反応条件

温度
190 °C

実験手順

Pyridine hydrochloride (20 g, 173 mmole) is melted and heated to 190° C. and then (+) [(3,4-dichloro-6,7,8,8a,9,10-hexahydro-6-oxo-8a-propyl-2-phenanthrenyl)oxy]acetic acid (Example 3) (325 mg, 1 mmole) is added and stirred for 15 minutes at 190° C. The mixture is poured into crushed ice (200 g) and the product extracted with ether. The organic extract is washed with water, then with brine and dried over MgSO4. Evaporation of the solvent gave (+)3,4-dichloro-6,7,8,8a,9,10-hexahydro-2-hydroxy-6-oxo-8a-propylphenanthrene.

後処理

  1. additionThe mixture is poured
  2. extractionthe product extracted with ether
  3. extractionThe organic extract
  4. washis washed with water
  5. dry with materialwith brine and dried over MgSO4
  6. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-48175eb80730400ead7d71b928e4d15c
出典データセット
uspto-grants-1988_10
特許番号
US04777281

反応ノート

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