[1,4'-Bipiperidine]-4'-carboxamide → HCID 22185336、化合物

HRID 1795178ノート

反応式

HRID 1795178 の反応式
[N:1]1([C:7]2([C:13](N)=[O:14])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Na]>C(O)CC.CCCCCC>[N:1]1([C:7]2([CH2:13][OH:14])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 2

HCID 96486[1,4'-Bipiperidine]-4'-carboxamideHCID 5360545Sodium

生成物 1

HCID 22185336HCID 22185336、化合物収率 93.6%

試薬・触媒・溶媒 2

HCID 10311-Propanol溶媒HCID 8058Hexane溶媒

実験手順

In a three neck round-bottom flask equipped with a stirring bar, reflux condenser, and rubber septa is placed [1,4′]bipiperidinyl-4′-carboxylic acid amide (5.01 g, 23.7 mmol) in 140 mL of anhydrous 1-propanol and the solution is heated to reflux. Sodium metal (˜9.276 g, 403.4 mmol) rinsed in hexane to remove mineral oil) is added in portions. Once the sodium metal completely dissolves, the mixture is allowed to stir over the weekend. The reaction mixture is cooled to room temperature and the solvent removed under reduced pressure. Distilled water is added and the solution extracted with chloroform. The organic layer is collected, dried over sodium sulfate, filtered, and the solvent removed under reduced pressure to afford 4.4 g of the desired product which is used without further purification. 1H NMR (CD3OD, 300 MHz) δ 1.48–1.60 (m, 8H), 1.72–1.80 (m, 2H), 2.61–2.71 (m, 6H), 2.92–3.01 (m, 2H), 3.37 (s, 1H), 3.56 (s, 2H). MS (ESI) m/z 199 (M+H+).

後処理

  1. customIn a three neck round-bottom flask equipped with a stirring bar
  2. temperaturereflux condenser
  3. temperaturethe solution is heated to reflux
  4. customto remove mineral oil)
  5. additionis added in portions
  6. dissolutionOnce the sodium metal completely dissolves
  7. customthe solvent removed under reduced pressure
  8. additionDistilled water is added
  9. extractionthe solution extracted with chloroform
  10. customThe organic layer is collected
  11. dry with materialdried over sodium sulfate
  12. filtrationfiltered
  13. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-d6bdb78d73c94048ba8189898864043c
出典データセット
uspto-grants-2006_04
特許番号
US07026335B2

反応ノート

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