Acetovanillone → 4-Ethylguaiacol

HRID 266968노트

반응식

HRID 266968 반응식
[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]

참가 물질

5

반응물 1

HCID 2214Acetovanillone

생성물 1

HCID 624654-Ethylguaiacol수율 102.5%

시약·촉매·용매 3

HCID 313Hydrochloric Acid촉매HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-83eb756c7c824c548e958c4d0a573667
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05652241

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