Methane → 2-Phenyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid

HRID 1295347노트

반응식

HRID 1295347 반응식
C([O:3][C:4]([C:6]12[CH2:11][CH:10]1[CH2:9][N:8]([S:12]([C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH:7]2[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:5])C.C>[OH-].[Na+].C(O)C>[C:22]1([CH:7]2[N:8]([S:12]([C:15]3[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=3)(=[O:14])=[O:13])[CH2:9][CH:10]3[C:6]2([C:4]([OH:5])=[O:3])[CH2:11]3)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 2

HCID 297MethaneHCID 589073302-Phenyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester2회

생성물 1

HCID 589073232-Phenyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of racemic 2-phenyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester (Intermediate 1) in 400 mL 10% NaOH and 80 mL ethanol was refluxed for 6 hours. The solution was allowed to cool, treated with decolorizing charcoal, and filtered thru supercel. The ethanol was evaporated at reduced pressure and the residual solution was cooled in an ice bath and acidified with concentrated HCl to pH 1. The product precipitated and was granulated for one hour, then collected by filtration to give 2-phenyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid as a white solid (19.38 g, quantitative).

후처리

  1. temperatureto cool
  2. filtrationfiltered
  3. customThe ethanol was evaporated at reduced pressure
  4. temperaturethe residual solution was cooled in an ice bath
  5. customThe product precipitated
  6. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-477410f3d7454970aea97d53e375346b
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07241798B2

반응 노트

불러오는 중…