Methanol → 2-(3-Bromo-4-methoxyphenyl)ethanol

HRID 1187028ノート

反応式

HRID 1187028 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11](O)=[O:12])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].S(C)C.CO>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

参加物

5

反応物 3

HCID 887MethanolHCID 1068Dimethyl SulfideHCID 1366153-Bromo-4-methoxyphenylacetic acid

生成物 1

HCID 230022542-(3-Bromo-4-methoxyphenyl)ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of [3-bromo-4-(methyloxy)phenyl]acetic acid (10.0 g, 40.8 mmol) in anhydrous THF (50 mL) was added BH3.(CH3)2S (5.3 mL, 53 mmol) dropwise at 0° C. The resulting mixture was stirred at 0° C. for 3 h. The mixture was then treated with MeOH until gas evolution subsided, and then concentrated under reduced pressure. The residue was then partitioned between water and EtOAc. The organic layers were washed with brine, dried over Na2SO4 and concentrated to give crude 2-[3-bromo-4-(methyloxy)phenyl]ethanol, which was used without further purification for the next step.

後処理

  1. customdropwise at 0° C
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was then partitioned between water and EtOAc
  4. washThe organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-849232f12a634e9b8be6800e9f3d10ee
出典データセット
uspto-grants-2014_03
特許番号
US08673920B2

反応ノート

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