[1,4'-Bipiperidine]-4'-carboxamide → HCID 22185336, 화합물

HRID 1795178노트

반응식

HRID 1795178 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 22185336HCID 22185336, 화합물수율 93.6%

시약·촉매·용매 2

HCID 10311-Propanol용매HCID 8058Hexane용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-d6bdb78d73c94048ba8189898864043c
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026335B2

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