Water → 5-(Piperidin-4-yl)imidazolidine-2,4-dione

HRID 2378986노트

반응식

HRID 2378986 반응식
[CH:1]([CH:3]1[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][CH2:4]1)=O.[C-:16]#[N:17].[Na+].[C:19](=[O:22])([O-])[O-].[NH4+:23].[NH4+].[OH2:25]>CO>[NH:6]1[CH2:5][CH2:4][CH:3]([CH:1]2[NH:23][C:16](=[O:25])[NH:17][C:19]2=[O:22])[CH2:8][CH2:7]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8929Sodium CyanideHCID 517111Ammonium CarbonateHCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylate

생성물 1

HCID 552652085-(Piperidin-4-yl)imidazolidine-2,4-dione

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of tert-butyl 4-formylpiperidine-1-carboxylate (1.0 g, 4.7 mmol) in a mixture of water (5 mL) and methanol (10 mL) were added sodium cyanide (345 mg, 7 mmol) and ammonium carbonate (902 mg, 9.4 mmol) and heated at reflux for 6 h. The reaction mixture was cooled, removed most of the solvent. The crude product was extracted with dichloromethane, dried (Na2SO4) and removed solvent. The crude product was dissolved in dichloromethane (5 mL) and treated with trifluoroacetic acid (5 mL) for 2 h. The solvent was removed and dried. MS (ESI) 184 (M+H); Rf=1.83.

후처리

  1. temperatureheated
  2. temperatureat reflux for 6 h
  3. temperatureThe reaction mixture was cooled
  4. customremoved most of the solvent
  5. extractionThe crude product was extracted with dichloromethane
  6. dry with materialdried (Na2SO4)
  7. customremoved solvent
  8. dissolutionThe crude product was dissolved in dichloromethane (5 mL)
  9. additiontreated with trifluoroacetic acid (5 mL) for 2 h
  10. customThe solvent was removed
  11. customdried

출처 및 근거

ORD 기록
ord-1d59313633d14ef3855a59f11dfd3eb6
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07470680B2

반응 노트

불러오는 중…