3,4-Dichlorophenol → HCID 13102700, 화합물

HRID 1758001노트

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HRID 1758001 반응식
CC([O-])(C)C.[K+].[Cl:7][C:8]1[CH:9]=[C:10]([OH:15])[CH:11]=[CH:12][C:13]=1[Cl:14].Cl[C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][N:18]=1>CS(C)=O>[Cl:7][C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][C:13]=1[Cl:14])[O:15][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][N:18]=1

참가 물질

5

반응물 3

HCID 72583,4-DichlorophenolHCID 783082-Chloro-5-nitropyridineHCID 23665647Potassium tert-butoxide

생성물 1

HCID 13102700HCID 13102700, 화합물

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

반응 조건

온도
90 °C

실험 절차

To 44.9 g of t-BuOK in 250 ml of DMSO was added 65.2 g of 3,4-dichlorophenol in 50 ml of DMSO causing a temperature rise to between 65°-70° C. To this warm solution was added 2-chloro-5-nitropyridine (63.4 g) which raised the temperature to 90° C. The mixture was stirred without heating until the temperature dropped to 40° C. (~1 hr). The reaction mixture was poured into 1 kilogram (kg) of ice-water and the solid collected by filtration. The solid was dissolved in CH2Cl2, dried over Na2CO3, treated with charcoal, redried over MgSO4 and then filtered. The CH2Cl2 solution was concentrated to 250 ml, then diluted to 700 ml with hexane and allowed to stand overnight. From this solution, a crystalline material was collected by filtration and 94.8 g of 2-(3,4-dichlorophenoxy)-5-nitropyridine obtained, m.p. 101°-102.5° C.

후처리

  1. temperaturewithout heating until the temperature
  2. additiondropped to 40° C. (~1 hr)
  3. filtrationthe solid collected by filtration
  4. dissolutionThe solid was dissolved in CH2Cl2
  5. dry with materialdried over Na2CO3
  6. additiontreated with charcoal
  7. dry with materialredried over MgSO4
  8. filtrationfiltered
  9. concentrationThe CH2Cl2 solution was concentrated to 250 ml
  10. additiondiluted to 700 ml with hexane
  11. filtrationFrom this solution, a crystalline material was collected by filtration and 94.8 g of 2-(3,4-dichlorophenoxy)-5-nitropyridine
  12. customobtained

출처 및 근거

ORD 기록
ord-308ec0f5b5c546869db26c66fa55864d
출처 데이터셋
uspto-grants-1983_02
특허 번호
US04371537

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