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

反応式

HRID 7825 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-13b6e50ba0aa46dbbb22df4807534675
出典データセット
uspto-grants-2006_08
特許番号
US07087599B2

関連ノート

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