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

HRID 1511878노트

반응식

HRID 1511878 반응식
[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

참가 물질

4

반응물 2

HCID 887Methanol2회HCID 38702163-(3,5-dimethoxyphenyl)propanoic Acid

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-562603a355814896a88dde69ba9765d3
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217027B2

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