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

HRID 1511889

反応式

HRID 1511889 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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),

後処理

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

出典と根拠

ORDレコード
ord-931d6bfd9d1c44d18262c8b3656d63d4
出典データセット
uspto-grants-2012_07
特許番号
US08217027B2

関連ノート

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