Potassium Carbonate → N-[1-(4-Formylphenyl)-4-piperidinyl]-N-(1-methylethyl)acetamide

HRID 591655노트

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HRID 591655 반응식
Cl.[CH:2]([N:5]([CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)[C:6](=[O:8])[CH3:7])([CH3:4])[CH3:3].F[C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH:20]([C:19]1[CH:22]=[CH:23][C:16]([N:12]2[CH2:11][CH2:10][CH:9]([N:5]([CH:2]([CH3:4])[CH3:3])[C:6](=[O:8])[CH3:7])[CH2:14][CH2:13]2)=[CH:17][CH:18]=1)=[O:21]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 53255869N-isopropyl-N-(piperidin-4-yl)acetaMide hydrochloride

생성물 1

HCID 86662023N-[1-(4-Formylphenyl)-4-piperidinyl]-N-(1-methylethyl)acetamide수율 71.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

To a solution of N-isopropyl-N-(piperidin-4-yl)acetamide hydrogen chloride (0.260 g, 1.41 mmol) in DMF (5 mL) was added 4-fluorobenzaldehyde (0.18 mL, 1.69 mmol) and K2CO3 (0.233 g, 1.69 mmol). The resulting solution was heated to 120° C. overnight, and cooled. The cooled solution was diluted with water and extracted with CH2Cl2. The organics were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The material was purified by flash chromatography on silica gel, eluting with 0% to 5% MeOH/CH2Cl2, to afford N-(1-(4-formylphenyl)piperidin-4-yl)-N-isopropylacetamide (0.290 g, 71%).

후처리

  1. temperaturecooled
  2. extractionextracted with CH2Cl2
  3. washThe organics were washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe material was purified by flash chromatography on silica gel
  8. washeluting with 0% to 5% MeOH/CH2Cl2

출처 및 근거

ORD 기록
ord-77a3d06ac0ce4ec0b0f1e22d9d971443
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238640B2

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