Potassium Carbonate → 2-Benzylthioethyl 2-[4-(5-trifluoromethyl-2-pyridyloxy)-phenoxy]-propionate

HRID 65393노트

반응식

HRID 65393 반응식
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:29]=[CH:28][C:11]([O:12][CH:13]([CH3:27])[C:14]([O:16][CH2:17][CH2:18][S:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:15])=[CH:10][CH:9]=1.Cl[C:31]1[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][N:32]=1>CS(C)=O>[F:38][C:37]([F:40])([F:39])[C:34]1[CH:35]=[CH:36][C:31]([O:7][C:8]2[CH:9]=[CH:10][C:11]([O:12][CH:13]([CH3:27])[C:14]([O:16][CH2:17][CH2:18][S:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:15])=[CH:28][CH:29]=2)=[N:32][CH:33]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 133096292-(Benzylsulfanyl)ethyl 2-(4-hydroxyphenoxy)propanoate

생성물 1

HCID 133094732-Benzylthioethyl 2-[4-(5-trifluoromethyl-2-pyridyloxy)-phenoxy]-propionate수율 76.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
90 °C

실험 절차

15.2 g of potassium carbonate were added to a solution of 33.2 g of 2-benzylthioethyl 2-(4-hydroxyphenoxy)-propionate in 100 ml of dimethyl sulfoxide at room temperature whilst stirring. The mixture was heated to 90° C. for 1 hour with stirring. Then, 20.0 g of 2-chloro-5-trifluoromethyl-pyridine were added thereto while maintaining the temperature between 80° and 90° C. After the addition was completed, the reaction mixture was further stirred at this temperature for 2 hours, and then cooled to room temperature. Then the reaction mixture was poured into ice water and extracted with chloroform. After drying the organic phase, the chloroform was removed under reduced pressure. There were obtained 36.3 g of 2-benzylthioethyl 2-[4-(5-trifluoromethyl-2-pyridyloxy)-phenoxy]-propionate in the form of a pale yellow viscous oil. nD20 =1.5505.

후처리

  1. stirringwith stirring
  2. temperaturewhile maintaining the temperature between 80° and 90° C
  3. additionAfter the addition
  4. stirringthe reaction mixture was further stirred at this temperature for 2 hours
  5. temperaturecooled to room temperature
  6. extractionextracted with chloroform
  7. customAfter drying the organic phase
  8. customthe chloroform was removed under reduced pressure

출처 및 근거

ORD 기록
ord-c92cc25d9a3f409c9b8e459df009c1c6
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04614536

반응 노트

불러오는 중…