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

HRID 1025427

반응식

HRID 1025427 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2dca3966b03f4414911d85a329e67907
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729068B2

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