2-Butyl-5-methoxy-4-methyl-2-(3-oxopentyl)-1-indanone → butyl-4,8-dimethyl-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one

HRID 7852

반응식

HRID 7852 반응식
C([C:5]1([CH2:18][CH2:19][C:20](=[O:23])[CH2:21][CH3:22])[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:15][CH3:16])[C:11]=2[CH3:14])[C:6]1=O)CCC>C(O)(=O)C.Cl.CCOC(C)=O>[CH2:13]([CH:18]1[CH:5]2[C:6]([C:7]3[C:12]([CH2:13]2)=[C:11]([CH3:14])[C:10]([O:15][CH3:16])=[CH:9][CH:8]=3)=[C:21]([CH3:22])[C:20](=[O:23])[CH2:19]1)[CH2:5][CH2:6][CH3:7]

참가 물질

5

반응물 1

HCID 219909302-Butyl-5-methoxy-4-methyl-2-(3-oxopentyl)-1-indanone

생성물 1

HCID 21990871butyl-4,8-dimethyl-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 313Hydrochloric Acid용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

A solution of the crude diketone from step 1 in acetic acid (1 mL) and 6N HCl (1 mL) was stirred and heated in an oil bath at 100° C. for 5 hours. After cooling, the reaction mixture was diluted with EtOAc (20 mL), washed with water (10 mL) and brine (10 mL), dried over MgSO4, filtered, and the solvent evaporated under vacuum. The residue was purified by preparative layer chromatography on two 0.1×20×20 cm silica gel GF plates, using 5% EtOAc in CH2Cl2 as developing solvent, to afford 9a butyl-4,8-dimethyl-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one (84 mg) as a gum.

후처리

  1. temperatureAfter cooling
  2. washwashed with water (10 mL) and brine (10 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent evaporated under vacuum
  6. customThe residue was purified by preparative layer chromatography on two 0.1×20×20 cm silica gel GF plates

출처 및 근거

ORD 기록
ord-619e723c7b9e4e91bac3e3dc222ad9ee
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087599B2

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