tert-Butyl 4-formylpiperidine-1-carboxylate → HCID 178482474, 화합물

HRID 1620467노트

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HRID 1620467 반응식
[CH:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)=O.[CH3:16][NH:17][C:18]1[CH2:22][S:21][C:20](=[O:23])[N:19]=1.CC(C)([O-])C.[K+]>C(O)C>[CH3:16][NH:17][C:18]1=[N:19][C:20](=[O:23])[S:21]/[C:22]/1=[CH:1]\[CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1

참가 물질

5

반응물 3

HCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylateHCID 23665647Potassium tert-butoxideHCID 178482466HCID 178482466, 화합물

생성물 1

HCID 178482474HCID 178482474, 화합물수율 51.7%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

tert-Butyl 4-formylpiperidine-1-carboxylate (1.61 g) and 4-(methylamino)-1,3-thiazol-2(5H)-one (1.18 g) were suspended in ethanol (10 mL), potassium tert-butoxide (1.02 g) was added, and the mixture was stirred at 80° C. for 8 hr. The reaction mixture was concentrated, saturated aqueous ammonium chloride solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (1.27 g).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionsaturated aqueous ammonium chloride solution was added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-a2ab593111f2466c8984bed50b0ee5f8
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772277B2

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