1,5-Bis(4-methoxyphenyl)-1,4-pentadien-3-one → HCID 2801509、化合物

HRID 1378396ノート

反応式

HRID 1378396 の反応式
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([CH:7]=[CH:8][C:9]([CH:11]=[CH:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[O:10])=[CH:5][CH:4]=1.[H][H]>C1COCC1.CO.[Pt](=O)=O>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([CH2:12][CH2:11][C:9](=[O:10])[CH2:8][CH2:7][C:6]2[CH:21]=[CH:22][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:18][CH:17]=1

参加物

5

反応物 2

HCID 1012201,5-Bis(4-methoxyphenyl)-1,4-pentadien-3-oneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 2801509HCID 2801509、化合物収率 59.5%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

To a solution of commercially available di(4-methoxybenzylidene) acetone (3.5 g, 12 mmol) in THF-MeOH (1:1,100 mL) was added platinum (IV) oxide (90 mg) and the resulting mixture was stirred at room temperature under 4 atmospheres of hydrogen for 19 hours. The catalyst was filtered and washed with THF, and the filtrate was concentrated in vacuo. The residue was purified by chromatography on silica gel (hexane-ethyl acetate 3:1) to provide 1,5-bis(4-methoxyphenyl)-3-pentanone (2.13 g) and the reduced side product 1,5-bis(4-methoxyphenyl)-3-pentanol (1.0 g).

後処理

  1. filtrationThe catalyst was filtered
  2. washwashed with THF
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was purified by chromatography on silica gel (hexane-ethyl acetate 3:1)

出典と根拠

ORDレコード
ord-05fb986b373f45938dbf6fad166d9702
出典データセット
uspto-grants-1997_09
特許番号
US05668146

反応ノート

読み込み中…