Cyclopropylamine → 2-(Trimethylsilyl)ethyl 3-(cyclopropylsulfamoyl)benzoate

HRID 1025425ノート

反応式

HRID 1025425 の反応式
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:17]=[CH:18][CH:19]=1)[C:8]([O:10][CH2:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])=[O:9])(=[O:4])=[O:3].[CH:20]1([NH2:23])[CH2:22][CH2:21]1>N1C=CC=CC=1>[CH:20]1([NH:23][S:2]([C:5]2[CH:6]=[C:7]([CH:17]=[CH:18][CH:19]=2)[C:8]([O:10][CH2:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])=[O:9])(=[O:4])=[O:3])[CH2:22][CH2:21]1

参加物

4

反応物 2

HCID 69828CyclopropylamineHCID 866763342-(Trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate

生成物 1

HCID 712384462-(Trimethylsilyl)ethyl 3-(cyclopropylsulfamoyl)benzoate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 2.00 g of 2-(trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate, 1.2 mL of cyclopropylamine, and 20 mL of pyridine was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and to the residue was added an aqueous citric acid solution, followed by extraction with ethyl acetate. The organic layer was washed with 1.0 M hydrochloric acid and saturated brine in this order, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 2.12 g of 2-(trimethylsilyl)ethyl 3-(cyclopropylsulfamoyl)benzoate as a pale yellow oily substance. EI: 341

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionto the residue was added an aqueous citric acid solution
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with 1.0 M hydrochloric acid and saturated brine in this order
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ae01795146524e578c6a8793948035df
出典データセット
uspto-grants-2014_05
特許番号
US08729068B2

反応ノート

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