7'-Cyano-2'-methoxy-1'-acetonaphthone → 2-Cyano-8-isopropenyl-7-methoxynaphthalene

HRID 1954215ノート

反応式

HRID 1954215 の反応式
[CH3:1]C(C)([O-])C.[K+].[I-].C[PH+](C)C.[C:12]([C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][C:20]([O:27][CH3:28])=[C:21]2[C:24](=O)[CH3:25])=[CH:16][CH:15]=1)#[N:13]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[C:12]([C:14]1[CH:15]=[CH:16][C:17]2[C:22](=[C:21]([C:24]([CH3:1])=[CH2:25])[C:20]([O:27][CH3:28])=[CH:19][CH:18]=2)[CH:23]=1)#[N:13]

参加物

6

反応物 3

HCID 187098377'-Cyano-2'-methoxy-1'-acetonaphthoneHCID 22171223Trimethylphosphanium iodideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 226276222-Cyano-8-isopropenyl-7-methoxynaphthalene収率 93.7%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

Under nitrogen atmosphere, 0.62 g of potassium t-butoxide was suspended in 10 ml of toluene, and 2.26 g of trimethylphosphonium iodide was added to the resulting suspension at room temperature. The resulting mixture was stirred under heating at 100° C. for one hour to give a yellow suspension. Then, 0.84 g of 7'-cyano-2'-methoxy-1'-acetonaphthone was added to the yellow suspension, and the resulting mixture was further stirred at 10° C. for 30 minutes, cooled to room temperature by allowing to stand, diluted with ethyl acetate, and filtered through Celite. The filtrate was washed with brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the resulting crude product was purified by silica gel column chromatography to give 0.78 g of the title compound as an oil.

後処理

  1. customto give a yellow suspension
  2. stirringthe resulting mixture was further stirred at 10° C. for 30 minutes
  3. temperaturecooled to room temperature
  4. filtrationfiltered through Celite
  5. washThe filtrate was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated
  9. customthe resulting crude product was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-f979f93997ba4a4d9b661e6606856423
出典データセット
uspto-grants-2000_09
特許番号
US06121309

反応ノート

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