Sodium Cyanide → 4-Amino-4-cyano-1-phenyl-piperidine

HRID 353943

반응식

HRID 353943 반응식
[C:1]1([N:7]2[CH2:12][CH2:11][C:10](=O)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C-:14]#[N:15].[Na+].[NH4+:17].[Cl-].N.CO>N.CO>[NH2:17][C:10]1([C:14]#[N:15])[CH2:11][CH2:12][N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9]1

참가 물질

7

반응물 4

HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 4130091-Phenyl-4-piperidinoneHCID 21705897Ammonia methanol

생성물 1

HCID 220633514-Amino-4-cyano-1-phenyl-piperidine수율 73.4%

시약·촉매·용매 2

HCID 222Ammonia용매HCID 887Methanol용매

실험 절차

N-Phenyl-4-piperidone (2.3 g, 13 mmol, 1.0 equiv) was dissolved in 26 mL of 2 M NH3 in MeOH and NaCN (0.76 g, 15 mmol, 1.2 equiv) and NH4Cl (0.80 g, 15 mmol, 1.2 equiv) were added and the mixture was refluxed for 2 h at which time an additional 26 mL of 2 M NH3/MeOH was added followed by another 2 h of reflux. The reaction mixture was cooled and filtered. The filtrate was concentrated. The crude product was purified by flash chromatography on SiO2 eluting with 100% CH2Cl2 and 2% MeOH in CH2Cl2 to give the pure product (1.92 g) as a thick yellow oil which solidified on standing; MS, m/z 202=M+1.

후처리

  1. additionwas added
  2. temperatureof reflux
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated
  6. customThe crude product was purified by flash chromatography on SiO2 eluting with 100% CH2Cl2 and 2% MeOH in CH2Cl2

출처 및 근거

ORD 기록
ord-fc01bf467fd845b88fa2f93561b07817
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06756372B2

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