Methanol → 3-(2-Methoxy-phenyl)-propan-1-ol

HRID 1511889

반응식

HRID 1511889 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11](O)=[O:12].CO>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][OH:12]

참가 물질

4

반응물 2

HCID 887MethanolHCID 806523-(o-Methoxyphenyl)propionic acid

생성물 1

HCID 2549583-(2-Methoxy-phenyl)-propan-1-ol수율 103%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-(2-methoxyphenyl)propanoic acid (1.0 g, 5.55 mmol) was dissolved in THF (27.7 ml). A solution of borane tetrahydrofuran complex (12.21 ml, 12.21 mmol) was added slowly. The reaction was stirred for about 4 h. Methanol was added and the solvents removed. This process was repeated twice. The solution was passed through a short pad of silica gel with 1:1 ethyl acetate/heptane And then rotovapped to give 3-(2-methoxyphenyl)propan-1-ol (0.946 g, 5.69 mmol, 103% yield) as a colorless oil. 1H NMR (400 MHz, CDCl3) δ ppm 7.19 (dt, 1H), 7.15 (dd, 1H), 6.90 (dt, 1H), 6.86 (d, 1H), 3.84 (s, 3H), 3.60 (t, 2H), 2.73 (t, 2H), −1.92-1.79 (m, 2H), 1.76 (s, 1H),

후처리

  1. additionA solution of borane tetrahydrofuran complex (12.21 ml, 12.21 mmol) was added slowly
  2. customthe solvents removed

출처 및 근거

ORD 기록
ord-931d6bfd9d1c44d18262c8b3656d63d4
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217027B2

연결된 노트

불러오는 중…