p-Fluoronitrobenzene → 1-Ethoxy-3-(4-nitrophenoxy)benzene

HRID 1023504

반응식

HRID 1023504 반응식
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)[CH3:2].F[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:5]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 693063-Ethoxyphenol

생성물 1

HCID 672349961-Ethoxy-3-(4-nitrophenoxy)benzene수율 170.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

The two reactions were performed in parallel. Two microwave vials were set up in parallel. In a large 30 mL microwave vial, 3-(ethyloxy)phenol (2 times 1.25 g, 9.045 mmol) was dissolved in 6 mL of dimethylformamide. 1-Fluoro-4-nitrobenzene (2 times 1.28 g, 9.045 mmol) and potassium carbonate (2 times 3.75 g, 27.15 mmol) were added. The reaction mixture was heated under microwave irradiation during 1 hour at 120° C. The combined reaction mixtures were filtered. The filtrated solid was washed with dichloromethane. The volatiles were evaporated under vacuum. Some dichloromethane and brine were added to this crude. The compound was extracted with dichloromethane (2 times) and ethyl acetate (2 times). The combined organic phases were dried over sodium sulphate. This afforded the title compound (4 g).

후처리

  1. customThe combined reaction mixtures
  2. filtrationwere filtered
  3. washThe filtrated solid was washed with dichloromethane
  4. customThe volatiles were evaporated under vacuum
  5. additionSome dichloromethane and brine were added to this crude
  6. extractionThe compound was extracted with dichloromethane (2 times) and ethyl acetate (2 times)
  7. dry with materialThe combined organic phases were dried over sodium sulphate

출처 및 근거

ORD 기록
ord-740ee47c7c224185a26e3c36a5cb93bd
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722695B2

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