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

HRID 863389노트

반응식

HRID 863389 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-313b6a4f8ac54c16820fa8a66479cbeb
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05721185

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