Acetovanillone → 4-Ethylguaiacol

HRID 266968ノート

反応式

HRID 266968 の反応式
[CH3:1][C:2]([C:4]1[CH:12]=[CH:11][C:9]([OH:10])=[C:6]([O:7][CH3:8])[CH:5]=1)=O>C(O)C.[Pd].Cl>[CH2:2]([C:4]1[CH:12]=[CH:11][C:9]([OH:10])=[C:6]([O:7][CH3:8])[CH:5]=1)[CH3:1]

参加物

5

反応物 1

HCID 2214Acetovanillone

生成物 1

HCID 624654-Ethylguaiacol収率 102.5%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid触媒HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

Acetovanillone (Aldrich, 11.0 g, 66 mmol) was dissolved in absolute ethanol (200 ml) and added to 1.5 g of 5% palladium on carbon. A few drops of concentrated hydrochloric acid were added and the mixture hydrogenated on a shaker at 42 psi. The reaction mixture was filtered through Celite, and the filtrate was concentrated to afford 10.3 g of a golden liquid. This was diluted with water, extracted with diethyl ether and the organic phase was washed with water and sodium bicarbonate. The solvent was dried (MgSO4) and concentrated to afford 9.3 g of a slightly yellow liquid.

後処理

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-83eb756c7c824c548e958c4d0a573667
出典データセット
uspto-grants-1997_07
特許番号
US05652241

反応ノート

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