Potassium Carbonate → Tert-butyl 2-(2-bromo-4-cyanophenoxy)acetate

HRID 2390143ノート

反応式

HRID 2390143 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]#[N:6].C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>CC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([C:5]#[N:6])[CH:7]=[CH:8][C:9]=1[O:10][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 753413-Bromo-4-hydroxybenzonitrile2 回HCID 79177tert-Butyl bromoacetate

生成物 1

HCID 58521856Tert-butyl 2-(2-bromo-4-cyanophenoxy)acetate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
60 °C

実験手順

A solution of 3-bromo-4-hydroxybenzonitrile (Intermediate 43; 25.0 g, 126 mmol) in anhydrous acetone (400 ml) was treated with Potassium carbonate (20.8 g, 151 mmol) and dropwise with tert-butyl bromoacetate (24.5 g, 126 mmol). The reaction mixture was heated at 60° C. for 10 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The crude material was purified by column chromatography (silica) eluting with petroleum ether and ethyl acetate (90:10) to afford the title compound as a brown solid.

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe crude material was purified by column chromatography (silica)
  4. washeluting with petroleum ether and ethyl acetate (90:10)

出典と根拠

ORDレコード
ord-6d69759ac3a54c8a9d4f419b9619ebcc
出典データセット
uspto-grants-2012_09
特許番号
US08273769B2

反応ノート

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