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

HRID 7825

반응식

HRID 7825 반응식
[CH2:1]([C:5]1([CH2:17][CH2:18][C:19](=[O:22])[CH2:20][CH3:21])[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:14][CH3:15])[CH:11]=2)[C:6]1=O)[CH2:2][CH2:3][CH3:4]>C(O)(=O)C.Cl>[CH2:1]([C:5]12[CH2:17][CH2:18][C:19](=[O:22])[C:20]([CH3:21])=[C:6]1[C:7]1[C:12](=[CH:11][C:10]([O:14][CH3:15])=[CH:9][CH:8]=1)[CH2:13]2)[CH2:2][CH2:3][CH3:4]

참가 물질

4

반응물 1

HCID 219909272-Butyl-5-methoxy-2-(3-oxo-pentyl)-1-indanone

생성물 1

HCID 120457759a-butyl-7-methoxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one수율 95.4%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 313Hydrochloric Acid용매

반응 조건

온도
100 °C

실험 절차

A solution of 2-butyl-5-methoxy-2-(3-oxo-pentyl)-1-indanone (84 mg, 0.28 mmol) in acetic acid (0.5 mL) and 6N HCl (0.5 mL) was stirred and heated in an oil bath at 100° C. for 21 hours. After cooling to room temperature, the reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL). The organic phase was washed with water (10 mL), 5% NaHCO3 (20 mL), and brine (10 mL), dried over MgSO4, filtered, and evaporated under vacuum to afford 9a-butyl-7-methoxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (76 mg) as a gum.

후처리

  1. temperatureAfter cooling to room temperature
  2. customthe reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL)
  3. washThe organic phase was washed with water (10 mL), 5% NaHCO3 (20 mL), and brine (10 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-13b6e50ba0aa46dbbb22df4807534675
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087599B2

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