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

HRID 1474286ノート

反応式

HRID 1474286 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-1ff685eba206469291f3b2aafe69956f
出典データセット
uspto-grants-2015_04
特許番号
US09018211B2

反応ノート

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