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

HRID 2373178ノート

反応式

HRID 2373178 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e920f48d36b742e68feb51f8600f22cc
出典データセット
uspto-grants-2008_12
特許番号
US07459454B2

反応ノート

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