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

HRID 1187028노트

반응식

HRID 1187028 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-849232f12a634e9b8be6800e9f3d10ee
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673920B2

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