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Tetrahydrofuran → Methyl 3-(4-oxopiperidin-1-yl)benzoate

HRID 1051983
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HRID 1051983 반응식
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH2:19][CH2:18][C:13]3(OCC[O:14]3)[CH2:12][CH2:11]2)[CH:5]=1.C1COCC1.C([O-])(O)=O.[Na+]>S(=O)(=O)(O)O.O>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]2[CH2:19][CH2:18][C:13](=[O:14])[CH2:12][CH2:11]2)[CH:5]=1
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참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 516892Sodium BicarbonateHCID 60059302Methyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)benzoate

생성물 1

HCID 60059322Methyl 3-(4-oxopiperidin-1-yl)benzoate수율 85%

시약·촉매·용매 2

HCID 962Water용매HCID 1118Sulfuric Acid
용매

실험 절차

A solution of methyl-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-benzoate (3.85 g, 13.88 mmol) in 10% aqueous sulfuric acid (40 mL and THF (40 mL) was stirred at ambient temperature for 14 days. The reaction mixture was neutralized by cautious addition of NaHCO3 and simultaneously diluting with water. The aqueous mixture was extracted with EtOAc (2×75 mL) and the combined organic extracts were dried (MgSO4), filtered, and concentrated to give the title compound as an oil (2.75 g, 85%) which was used without further purification.

후처리

  1. extractionThe aqueous mixture was extracted with EtOAc (2×75 mL)
  2. dry with materialthe combined organic extracts were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-87273c25287449d2bd3b36aec8a4f2e3
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388176B2

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