Water → 1-Aminocarbonyl-4-(4-nitrophenoxy)-4-phenylpiperidine

HRID 1721854노트

반응식

HRID 1721854 반응식
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([O:8][C:9]2([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+]([NH:26][C:27](N)=[O:28])([O-])=O.O>C(O)C>[NH2:26][C:27]([N:12]1[CH2:11][CH2:10][C:9]([O:8][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:22][CH:21]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:14][CH2:13]1)=[O:28]

참가 물질

5

반응물 3

HCID 962WaterHCID 62372NitroureaHCID 200299564-(4-Nitrophenoxy)-4-phenylpiperidine

생성물 1

HCID 146499891-Aminocarbonyl-4-(4-nitrophenoxy)-4-phenylpiperidine수율 91.2%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a stirred solution of 4.0 g of 4-(4-nitrophenoxy)-4-phenylpiperidine in 50 ml of 95% ethanol was added 1.68 g of nitrourea in 50 ml of 95% ethanol. The reaction mixture was refluxed for two hours and then poured into 200 ml of water. The aqueous suspension was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered and concentrated. The resulting solid was purified by high pressure liquid chromatography (silica gel; elution with 5% methanol/dichloromethane) to yield 4.04 g (91.20%) of 1-aminocarbonyl-4-(4-nitrophenoxy)-4-phenylpiperidine, m.p. 203°-206° C.

후처리

  1. temperatureThe reaction mixture was refluxed for two hours
  2. extractionThe aqueous suspension was extracted with dichloromethane
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting solid was purified by high pressure liquid chromatography (silica gel; elution with 5% methanol/dichloromethane)

출처 및 근거

ORD 기록
ord-ce2055ac1c994bf98d65d3ff4fd7683c
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04853384

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