Potassium Carbonate → 1-(4-Methoxy-3-methylphenyl)adamantane

HRID 629518

反応式

HRID 629518 の反応式
Br[C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.C(=O)([O-])[O-].[K+].[K+].[CH3:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH3:26]>[Pd]>[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]23[CH2:11][CH:6]4[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]4)[CH2:3]2)[CH2:9]3)=[CH:22][C:21]=1[CH3:26]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 336372-MethylanisoleHCID 791061-Bromoadamantane

生成物 1

HCID 715344671-(4-Methoxy-3-methylphenyl)adamantane収率 82.3%

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

反応条件

温度
150 °C

実験手順

To a solution of 1-bromoadamantane (3.25 g, 15.25 mmol) and potassium carbonate (1.05 g, 7.62 mmol) in 1-methoxy-2-methylbenzene (10 mL) was added 10 wt. % Pd/C (2.22 g) and stirred at 150° C. under nitrogen for 24 hours. The reaction mixture was cooled to room temperature and filtered. Solvent was evaporated under reduced pressure to afford a crude solid, which was purified by silica gel column chromatography to give 1-(4-methoxy-3-methylphenyl)adamantane as a white solid (4.9 g, 82.3% yield).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationfiltered
  3. customSolvent was evaporated under reduced pressure
  4. customto afford a crude solid, which
  5. customwas purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-9ad52401fc6b48f78266d4a2bea6b130
出典データセット
uspto-grants-2016_04
特許番号
US09315507B2

関連ノート

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