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

HRID 1721854ノート

反応式

HRID 1721854 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 146499891-Aminocarbonyl-4-(4-nitrophenoxy)-4-phenylpiperidine収率 91.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ce2055ac1c994bf98d65d3ff4fd7683c
出典データセット
uspto-grants-1989_08
特許番号
US04853384

反応ノート

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