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

HRID 591655ノート

反応式

HRID 591655 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-77a3d06ac0ce4ec0b0f1e22d9d971443
出典データセット
uspto-grants-2016_01
特許番号
US09238640B2

反応ノート

読み込み中…