Methanol → 3-(3,5-Dimethoxy-phenyl)-propan-1-OL

HRID 1511878ノート

反応式

HRID 1511878 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13](O)=[O:14])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.CO>C1COCC1>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([CH2:11][CH2:12][CH2:13][OH:14])[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

参加物

4

反応物 2

HCID 887Methanol2 回HCID 38702163-(3,5-dimethoxyphenyl)propanoic Acid

生成物 1

HCID 113330533-(3,5-Dimethoxy-phenyl)-propan-1-OL

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-(3,5-dimethoxyphenyl)propanoic acid (2.00 g, 9.51 mmol) in THF (2.0 mL) was added dropwise to a stirred solution of borane-tetrahydrofuran complex (20.93 mL, 20.93 mmol) so as to maintain reaction temperature below 35° C. The mixture was allowed to stir overnight at room temperature. Methanol was added dropwise to the stirred mixture until visible reaction had ceased. An additional 20 mL of methanol was added and the reaction was stirred for 4 hours. The crude mixture was concentrated, filtered and purified by silica gel chromatography (1:1 heptane:EtOAc as eluant). Fractions containing product were combined and concentrated to give 3-(3,5-dimethoxy-phenyl)-propan-1-ol as an oil.

後処理

  1. temperatureto maintain
  2. customreaction temperature below 35° C
  3. stirringthe reaction was stirred for 4 hours
  4. concentrationThe crude mixture was concentrated
  5. filtrationfiltered
  6. custompurified by silica gel chromatography (1:1 heptane:EtOAc as eluant)
  7. additionFractions containing product
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-562603a355814896a88dde69ba9765d3
出典データセット
uspto-grants-2012_07
特許番号
US08217027B2

反応ノート

読み込み中…