3-Methylcinnamic acid → 3-(3-Methylcyclohexyl)propanoic acid

HRID 2369771ノート

反応式

HRID 2369771 の反応式
[CH3:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1>C(O)(=O)C>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH2:3]1

参加物

3

反応物 1

HCID 20634483-Methylcinnamic acid

生成物 1

HCID 574294053-(3-Methylcyclohexyl)propanoic acid収率 95%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
150 °C

実験手順

5% Ru/Al2O3 (3 g, 5 wt %), (2E)-3-(3-methylphenyl)acrylic acid (60 g, 0.37 mol) and acetic acid (300 mL) were charged into a 500 mL autoclave vessel. The mixture was vigorously stirred under a hydrogen atmosphere (40 bar) at 150° C., for 3 days. The catalyst was filtered and the product was dissolved in ethyl acetate (500 mL), washed with water (500 mL) and brine (500 mL). The organic phase was dried over sodium sulphate, filtered and evaporated to yield crude 3-(3-methylcyclohexyl)propanoic acid (60 g, 0.35 mol, 95% yield) as a colourless oil.

後処理

  1. filtrationThe catalyst was filtered
  2. dissolutionthe product was dissolved in ethyl acetate (500 mL)
  3. washwashed with water (500 mL) and brine (500 mL)
  4. dry with materialThe organic phase was dried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-395ffb6596814234a4e9633ecfd3b857
出典データセット
uspto-grants-2014_04
特許番号
US08709994B2

反応ノート

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