2,4,5-Trichlorophenol → 5-(Ethylsulfonyl)-2-(2,4,5-trichlorophenoxy)pyridine

HRID 1758006노트

반응식

HRID 1758006 반응식
C(S([C:6]1[CH:11]=[CH:10][C:9]([S:12]([CH2:15][CH3:16])(=[O:14])=[O:13])=[CH:8][N:7]=1)(=O)=O)C.[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1[OH:26].C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>S1(CCCC1)(=O)=O>[CH2:15]([S:12]([C:9]1[CH:10]=[CH:11][C:6]([O:26][C:19]2[CH:20]=[C:21]([Cl:25])[C:22]([Cl:24])=[CH:23][C:18]=2[Cl:17])=[N:7][CH:8]=1)(=[O:13])=[O:14])[CH3:16]

참가 물질

6

반응물 4

HCID 72712,4,5-TrichlorophenolHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 132780152,5-Bis(ethylsulfonyl)pyridine

생성물 1

HCID 131027275-(Ethylsulfonyl)-2-(2,4,5-trichlorophenoxy)pyridine수율 19.2%

시약·촉매·용매 1

HCID 31347Sulfolane용매

반응 조건

온도
170 °C

실험 절차

In 70 ml of sulfolane were mixed 10.5 g of 2,5-bis(ethylsulfonyl)pyridine, 15.8 g of 2,4,5-trichlorophenol and 11.06 g of potassium carbonate. The mixture was warmed gradually to 170° C. and maintained at that temperature for 2 hrs. The reaction mixture was cooled and then poured into 300 g of ice containing 4 g of sodium hydroxide. The aqueous solution was extracted with ether. The organic layer was washed with water, dried over MgSO4 and concentrated. The product was purified using a Water's Prep LC 500 instrument with 10% ethyl acetate/90% hexane as eluent. Recrystallization from diethyl ether gave 2.8 g, (19% yield), of purified 5-(ethylsulfonyl)-2-(2,4,5-trichlorophenoxy)pyridine, m.p. 120°-122° C.

후처리

  1. temperaturemaintained at that temperature for 2 hrs
  2. temperatureThe reaction mixture was cooled
  3. extractionThe aqueous solution was extracted with ether
  4. washThe organic layer was washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe product was purified
  8. customRecrystallization from diethyl ether

출처 및 근거

ORD 기록
ord-53c480b956914e26b5bad097cc994a91
출처 데이터셋
uspto-grants-1983_02
특허 번호
US04371537

반응 노트

불러오는 중…