Benzene, 1-fluoro-2-(trifluoromethyl)- → HCID 12801619, 화합물

HRID 1660353노트

반응식

HRID 1660353 반응식
[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][CH2:9][C:10]3([CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)[C:5]2=[CH:4][CH:3]=1.[H-].[Na+].F[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]([F:29])([F:28])[F:27].[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]\[C:33]([OH:35])=[O:34]>CS(C)=O.O.CCOCC>[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]\[C:33]([OH:35])=[O:34].[Cl:1][C:2]1[CH:7]=[C:6]2[N:8]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]([F:29])([F:28])[F:27])[CH2:9][C:10]3([CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)[C:5]2=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 9807Benzene, 1-fluoro-2-(trifluoromethyl)-HCID 24758Sodium hydrideHCID 444266Maleic AcidHCID 128016176-Chloro-1'-methylspiro[indoline-3,4'-piperidine]

생성물 1

HCID 12801619HCID 12801619, 화합물

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 3283Diethyl Ether용매3회

실험 절차

A mixture of 2.4 g of 6-chloro-1'-methylspiro[indoline-3,4'-piperidine], 0.5 g of sodium hydride and 6 g of 2-fluorobenzotrifluoride in 30 ml of dimethylsulfoxide is stirred under nitrogen for 30 minutes. An exothermic reaction occurs during this time. Thereafter, the mixture is diluted with water, and the diluted mixture thrice with ether. The combined ether extracts are extracted with 2 N hydrochloric acid. The acidic extracts are basified providing a colorless oil. The oil is dissolved in ether and the solution is dried. The product is passed through an alumina column, ether eluant, to provide a colorless oil which is converted, in ether, to its maleic acid salt. The salt is recrystallized from an acetone-ether mixture to provide white platelets, mp 209°-211° C. of 6-chloro-1-(2-trifluoromethylphenyl)-1'-methylspiro[indoline-3,4'-piperidine] maleate.

후처리

  1. customAn exothermic reaction
  2. extractionThe combined ether extracts are extracted with 2 N hydrochloric acid
  3. customThe acidic extracts are basified providing a colorless oil
  4. customthe solution is dried
  5. customto provide a colorless oil which
  6. customThe salt is recrystallized from an acetone-ether mixture

출처 및 근거

ORD 기록
ord-e4131ebaa6664d84bf43b9e2319847c3
출처 데이터셋
uspto-grants-1981_12
특허 번호
US04307235

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