3-Methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-one → 1,3-dimethyl-4,5,6,7-tetrahydro-1H-indene

HRID 863389ノート

反応式

HRID 863389 の反応式
[CH3:1][Li].[CH3:3][CH:4]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[C:6](=O)[CH2:5]1>C(OCC)C>[CH3:3][C:4]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]([CH3:1])[CH:5]=1

参加物

4

反応物 2

HCID 111055313-Methyl-2,3,4,5,6,7-hexahydro-1H-inden-1-oneHCID 178418348HCID 178418348、化合物

生成物 1

HCID 129801691,3-dimethyl-4,5,6,7-tetrahydro-1H-indene収率 45%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Methyl lithium (1.5M, 96 ml) was added dropwise to a solution of 4,5,6,7-tetrahydro-1-methyl-indan-3-one (17.7 g, 0.118 mol) in 50 ml of diethyl ether under an argon atmosphere whereupon the reaction mixture was refluxed for 18 hours. The mixture after this time period was hydrolyzed and the reaction mixture extracted with diethyl ether. The ether extracts were dried over anhydrous MgSO4 and filtered. To the ether solution, 0.5 ml of 6M HCl was added and the solution stirred for one hour. After this time period the ether solution was washed with water, dried over anhydrous MgSO4, filtered and concentrated. Distillation at reduced pressure afforded 8.0 g (45 percent) of product.

後処理

  1. temperaturewas refluxed for 18 hours
  2. extractionthe reaction mixture extracted with diethyl ether
  3. dry with materialThe ether extracts were dried over anhydrous MgSO4
  4. filtrationfiltered
  5. additionTo the ether solution, 0.5 ml of 6M HCl was added
  6. washAfter this time period the ether solution was washed with water
  7. dry with materialdried over anhydrous MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated
  10. distillationDistillation at reduced pressure

出典と根拠

ORDレコード
ord-313b6a4f8ac54c16820fa8a66479cbeb
出典データセット
uspto-grants-1998_02
特許番号
US05721185

反応ノート

読み込み中…