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Hydrochloric Acid → 4-(4-cyclohept-1-en-1-ylphenyl)-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

HRID 533559
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HRID 533559 반응식
[C:1]1([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]([CH3:32])([S:28]([CH3:31])(=[O:30])=[O:29])[C:17]([NH:19][O:20]C(OC)CCCC)=[O:18])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.Cl.CO>C(Cl)Cl>[C:1]1([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]([CH3:32])([S:28]([CH3:31])(=[O:30])=[O:29])[C:17]([NH:19][OH:20])=[O:18])=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 866687754-(4-cyclohept-1-en-1-ylphenyl)-N-[(1-methoxypentyl)oxy]-2-methyl-2-(methylsulfonyl)butanamide

생성물 1

HCID 866687764-(4-cyclohept-1-en-1-ylphenyl)-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-(4-Cyclohept-1-en-1-ylphenyl)-N-[(1-methoxypentyl)oxy]-2-methyl-2-(methylsulfonyl)butanamide (205 mg, 0.36 mmol) was dissolved in methylene chloride (4 mL) at ambient temperature. To this solution was added HCl (4M in 1,4-dioxane, 1.82 mL, 7.30 mmol) and the solution was stirred at rt for 20 minutes. Methanol (500 uL) was added followed by silica gel and the mixture was concentrated to dryness. The crude material was purified via silica gel chromatography eluting with methylene chloride/methanol to afford 4-(4-cyclohept-1-en-1-ylphenyl)-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide as a solid. 91.5 mg. LCMS: (M+1) 366.2.

후처리

  1. concentrationthe mixture was concentrated to dryness
  2. customThe crude material was purified via silica gel chromatography
  3. washeluting with methylene chloride/methanol

출처 및 근거

ORD 기록
ord-02d9f4ba1eeb4c128dace1dea60fb6cc
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853258B2

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