Methanol → 3-(2,4-Dimethoxyphenyl)propionic acid methyl ester

HRID 893415

反応式

HRID 893415 の反応式
[CH3:1][O:2][C:3]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:4]=1[CH:5]=[CH:6][C:7]([OH:9])=[O:8].[H][H].[CH3:18]O>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:4]=1[CH2:5][CH2:6][C:7]([O:9][CH3:18])=[O:8]

参加物

5

反応物 3

HCID 887MethanolHCID 856363-(2,4-Dimethoxyphenyl)prop-2-enoic acidHCID 178418361HCID 178418361、化合物

生成物 1

HCID 145211583-(2,4-Dimethoxyphenyl)propionic acid methyl ester

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

20.8 g of 2,4-dimethoxycinnamic acid are dissolved in a hot mixture of 500 ml of methanol and 100 ml of ethyl acetate and, after addition of 1 g of catalyst (10% Pd/C), hydrogenated under atmospheric pressure. The uptake of hydrogen ought to be complete after 3 hours. If the hydrogenation is incomplete, more fresh catalyst is added. After the reaction is complete, the catalyst is removed, the solution is concentrated to about 200 ml, 20 ml of an approx. 2.4 M methanolic hydrochloric acid solution are added, and the mixture is left to stand at room temperature for 2 days. The esterification is then complete. The methanol is removed in vacuo, the residue is taken up in 200 ml of ethyl acetate, and the organic phase is washed with NaHCO3 solution and saturated NaCl solution (50 ml each 3 times), dried over Na2SO4 and concentrated.

後処理

  1. additionmore fresh catalyst is added
  2. customthe catalyst is removed
  3. concentrationthe solution is concentrated to about 200 ml, 20 ml of an approx. 2.4 M methanolic hydrochloric acid solution
  4. additionare added
  5. waitthe mixture is left
  6. customThe methanol is removed in vacuo
  7. washthe organic phase is washed with NaHCO3 solution and saturated NaCl solution (50 ml each 3 times)
  8. dry with materialdried over Na2SO4
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-c9f8632b5b974616b932f37cc0083503
出典データセット
uspto-grants-1992_06
特許番号
US05124478

関連ノート

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