3-Bromophenol → tert-Butyl 2-(3-bromophenoxy)acetate

HRID 2373178노트

반응식

HRID 2373178 반응식
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[H-].[Na+].[C:11]([O:15][C:16](=[O:19])[CH2:17]Br)([CH3:14])([CH3:13])[CH3:12]>CN(C)C=O>[C:11]([O:15][C:16](=[O:19])[CH2:17][O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)([CH3:14])([CH3:13])[CH3:12]

참가 물질

5

반응물 3

HCID 115633-BromophenolHCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetate

생성물 1

HCID 20577391tert-Butyl 2-(3-bromophenoxy)acetate수율 85.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
75 °C

실험 절차

3-Bromophenol (20.4 g, 118 mmol) dissolved in dry N,N-dimethylformamide was carefully treated with sodium hydride (4 g, 167 mmol). t-Butylbromoacetate (23 g, 118 mmol) was added and the mixture heated to 75° C. for 90 minutes. The reaction was concentrated in vacuo and the residue partitioned between ethyl acetate and water. The organic phase was washed with saturated ammonium acetate and concentrated in vacuo to yield 28.9 g of tert-butyl(3-bromophenoxy)acetate.

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe residue partitioned between ethyl acetate and water
  3. washThe organic phase was washed with saturated ammonium acetate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e920f48d36b742e68feb51f8600f22cc
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07459454B2

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