Water → 1-Aminocarbonyl-4-(2,3,4,5,6-pentafluorophenoxy)piperidine

HRID 248869

반응식

HRID 248869 반응식
[F:1][C:2]1[C:14]([F:15])=[C:13]([F:16])[C:12]([F:17])=[C:11]([F:18])[C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.[N+]([NH:22][C:23](N)=[O:24])([O-])=O.O>C(O)C>[NH2:22][C:23]([N:8]1[CH2:9][CH2:10][CH:5]([O:4][C:3]2[C:11]([F:18])=[C:12]([F:17])[C:13]([F:16])=[C:14]([F:15])[C:2]=2[F:1])[CH2:6][CH2:7]1)=[O:24]

참가 물질

5

반응물 3

HCID 962WaterHCID 62372NitroureaHCID 148370404-(2,3,4,5,6-Pentafluorophenoxy)piperidine

생성물 1

HCID 197624621-Aminocarbonyl-4-(2,3,4,5,6-pentafluorophenoxy)piperidine수율 73.4%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
65 °C

실험 절차

A solution of 4.0 g of 4-(2,3,4,5,6-pentafluorophenoxy)piperidine in 100 ml of 95% ethanol was treated with 1.73 g of nitrourea and then stirred at 65° C. for five hours. After cooling to room temperature, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water followed by a saturated sodium chloride solution and dried over anhydrous magnesium sulfate. Filtration, followed by evaporation of the solvents afforded a residue which was purified by means of high pressure liquid chromatography (silica gel; elution with 5% methanol/dichloromethane). The resultant solid was recrystallized from hot isopropanol to yield 3.41 g (73.3%) of 1-aminocarbonyl-4-(2,3,4,5,6-pentafluorophenoxy)piperidine, m.p. 170°-172° C.

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationFiltration
  6. customfollowed by evaporation of the solvents
  7. customafforded a residue which
  8. customwas purified by means of high pressure liquid chromatography (silica gel; elution with 5% methanol/dichloromethane)
  9. customThe resultant solid was recrystallized from hot isopropanol

출처 및 근거

ORD 기록
ord-9d6390a6c1ee4c4f86c013f205aa450a
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212184

연결된 노트

불러오는 중…