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Sodium Hydroxide → (RS)-N-(4-(carboxymethyl) phenyl)-2-(4-chlorobenzenesulfonylamino) butanamide

HRID 266389
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HRID 266389 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([CH2:28][CH3:29])[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25]CC)=[O:24])=[CH:18][CH:17]=2)=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[C:23]([CH2:22][C:19]1[CH:18]=[CH:17][C:16]([NH:15][C:13](=[O:14])[CH:12]([NH:11][S:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)(=[O:10])=[O:9])[CH2:28][CH3:29])=[CH:21][CH:20]=1)([OH:25])=[O:24]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 19032983(RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)butanamide

생성물 1

HCID 53666966(RS)-N-(4-(carboxymethyl) phenyl)-2-(4-chlorobenzenesulfonylamino) butanamide수율 85.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of (RS)-2-(4-chlorobenzenesulfonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)butanamide (114.2 mg), ethanol (8 ml), and 2N NaOH (650 ml) was stirred at room temperature overnight under argon. The reaction mixture was concentrated under reduced pressure. It was repeated 3 times in order to remove ethanol completely that a small amount of purified water was added to the residue, and then the product was concentrated under reduced pressure. The residue was dissolved in purified water and washed with ethyl acetate. The aqueous layer was acidified with 1N HCl and then extracted with ethyl acetate. The combined ethyl acetate layers were washed with a saturated saline solution and dried over Na2SO4. Then, the solvent was evaporated under reduced pressure to obtain (RS)-N-(4-(carboxymethyl) phenyl)-2-(4-chlorobenzenesulfonylamino) butanamide (91.1 mg).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto remove ethanol completely that a small amount of purified water
  3. additionwas added to the residue
  4. concentrationthe product was concentrated under reduced pressure
  5. dissolutionThe residue was dissolved in purified water
  6. washwashed with ethyl acetate
  7. extractionextracted with ethyl acetate
  8. washThe combined ethyl acetate layers were washed with a saturated saline solution
  9. dry with materialdried over Na2SO4
  10. customThen, the solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-671913fe1d684db9ac1f70c53edda868
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05650428

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