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Hydrochloric Acid → 2-Benzyl-3-(tert-butylsulfonyl)propanoic acid

HRID 478032
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반응식

HRID 478032 반응식
C([O:3][C:4](=[O:21])[CH:5]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:6][S:7]([C:10]([CH3:13])([CH3:12])[CH3:11])(=[O:9])=[O:8])C.O.[OH-].[K+].Cl>C1COCC1>[CH2:14]([CH:5]([CH2:6][S:7]([C:10]([CH3:13])([CH3:12])[CH3:11])(=[O:9])=[O:8])[C:4]([OH:21])=[O:3])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 14158057ethyl (RS)-alpha-[(tert-butylsulfonyl)methyl]hydrocinnamate

생성물 1

HCID 141580582-Benzyl-3-(tert-butylsulfonyl)propanoic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

550 mg of 2-benzyl-3-tert.-butylsulphonyl-propionic acid ethyl ester are dissolved in 8 ml of THF and then reacted with 5 ml of water and 0.88 ml of 2N potassium hydroxide solution. The mixture is stirred overnight at room temperature, neutralised with 0.88 ml of 2N hydrochloric acid and concentrated by evaporation. The residue is purified by flash chromatography on 30 g of silica gel 60 (eluant H). Yellow oil; m/e 284; 1H-NMR (DMSO-d6): 1.27 ppm (s, 9H); 2.73-3.1 (m, 4H); 3.2-3.5 (m, 1H); 7.2-7.4 (m, 5H); 12.5 (s, 1H).

후처리

  1. concentrationconcentrated by evaporation
  2. customThe residue is purified by flash chromatography on 30 g of silica gel 60 (eluant H)

출처 및 근거

ORD 기록
ord-24ce2ba82e984f12926ae1ea2361f496
출처 데이터셋
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04889869

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