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

HRID 1295347ノート

反応式

HRID 1295347 の反応式
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

参加物

5

反応物 2

HCID 297MethaneHCID 589073302-Phenyl-3-(toluene-4-sulfonyl)-3-aza-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-477410f3d7454970aea97d53e375346b
出典データセット
uspto-grants-2007_07
特許番号
US07241798B2

反応ノート

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