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Sulfuric Acid → tert-Butyl 3-oxocyclohexanecarboxylate

HRID 521176
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HRID 521176 반응식
[O-]S([O-])(=O)=O.[Mg+2].S(=O)(=O)(O)O.[O:12]=[C:13]1[CH2:18][CH2:17][CH2:16][CH:15]([C:19]([OH:21])=[O:20])[CH2:14]1.[CH3:22][C:23](O)([CH3:25])[CH3:24]>C(Cl)Cl>[O:12]=[C:13]1[CH2:18][CH2:17][CH2:16][CH:15]([C:19]([O:21][C:23]([CH3:25])([CH3:24])[CH3:22])=[O:20])[CH2:14]1
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참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 6386tert-ButanolHCID 24083Sulfuric acid magnesium salt (1:1)HCID 27602523-Oxocyclohexane-1-carboxylic acid

생성물 1

HCID 66791571tert-Butyl 3-oxocyclohexanecarboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Anhydrous MgSO4 (3.4 g, 28 mmol) was suspended in DCM (28.1 mL) and to this vigorously stirred mixture was added concentrated sulfuric acid (0.7 g, 7 mmol). The resulting mixture was allowed to stir at ambient temperature for 30 minutes. 3-Oxocyclohexanecarboxylic acid (1.0 g, 7.0 mmol) was added followed by t-BuOH (2.6 g, 35 mmol). The resulting mixture was allowed to stir for 24 hours before it was filtered and flushed with DCM. The filtrate was washed with water, and the organic layer was again washed with water, brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo to afford the title compound. The residue was used without further purification.

후처리

  1. stirringto stir for 24 hours before it
  2. filtrationwas filtered
  3. customflushed with DCM
  4. washThe filtrate was washed with water
  5. washthe organic layer was again washed with water, brine
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-cb3547b2d63a460d8f03752576650623
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09328099B2

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