Hydrochloric Acid → 3-[Cyclopropyl(4-ethoxy-4-oxobutyl)sulfamoyl]benzoic acid

HRID 926038

反応式

HRID 926038 の反応式
[CH:1]1([N:4]([CH2:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[S:5]([C:8]2[CH:9]=[C:10]([CH:20]=[CH:21][CH:22]=2)[C:11]([O:13]CC[Si](C)(C)C)=[O:12])(=[O:7])=[O:6])[CH2:3][CH2:2]1.CCCC[N+](CCCC)(CCCC)CCCC.[F-].Cl>C1COCC1>[CH:1]1([N:4]([CH2:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[S:5]([C:8]2[CH:9]=[C:10]([CH:20]=[CH:21][CH:22]=2)[C:11]([OH:13])=[O:12])(=[O:7])=[O:6])[CH2:2][CH2:3]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 2724141Tetrabutylammonium FluorideHCID 712387372-(Trimethylsilyl)ethyl 3-[cyclopropyl(4-ethoxy-4-oxobutyl)sulfamoyl]benzoate

生成物 1

HCID 712386223-[Cyclopropyl(4-ethoxy-4-oxobutyl)sulfamoyl]benzoic acid収率 96.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A mixture of 2.48 g of 2-(trimethylsilyl)ethyl 3-[cyclopropyl(4-ethoxy-4-oxobutyl)sulfamoyl]benzoate, a solution of TBAF in THF (1.0 M, 10 mL), and 25 mL of THF was stirred at room temperature for 2 hours. To the reaction mixture was added 0.2 M hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with 0.2 M hydrochloric acid, water, saturated brine in this order, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 1.87 g of 3-[cyclopropyl(4-ethoxy-4-oxobutyl)sulfamoyl]benzoic acid as a colorless solid.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with 0.2 M hydrochloric acid, water, saturated brine in this order
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0a22f835e98b4c60abf352248f486233
出典データセット
uspto-grants-2016_03
特許番号
US09284295B2

関連ノート

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