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

HRID 2390143노트

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HRID 2390143 반응식
[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]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 753413-Bromo-4-hydroxybenzonitrile2회HCID 79177tert-Butyl bromoacetate

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

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온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6d69759ac3a54c8a9d4f419b9619ebcc
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273769B2

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