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4-Toluenesulfonyl chloride → 1-(p-Nitrobenzyloxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine

HRID 1252211
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HRID 1252211 반응식
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]([CH2:8][O:9][C:10]([N:12]2[CH2:17][CH2:16][CH:15]([OH:18])[CH2:14][CH2:13]2)=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:21]1([CH3:31])[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1>N1C=CC=CC=1.O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][O:9][C:10]([N:12]2[CH2:13][CH2:14][CH:15]([O:18][S:27]([C:24]3[CH:25]=[CH:26][C:21]([CH3:31])=[CH:22][CH:23]=3)(=[O:29])=[O:28])[CH2:16][CH2:17]2)=[O:11])=[CH:19][CH:20]=1)([O-:3])=[O:2]
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참가 물질

5

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 132927091-(p-Nitrobenzyloxycarbonyl)-4-hydroxypiperidine

생성물 1

HCID 132927101-(p-Nitrobenzyloxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

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온도
25 °C

실험 절차

To a solution of 1-(p-nitrobenzyloxycarbonyl)-4-hydroxypiperidine (10.54 g) in dry pyridine (105 ml) was added p-toluenesulfonyl chloride (14.35 g) at 0° C., followed by stirring at 25° C. for 23 hours. The reaction mixture was diluted with water and extracted with diethyl ether-dichloromethane (9:1). The extract was washed successively with saturated aqueous sodium chloride, 1N hydrochloric acid, saturated aqueous sodium chloride and saturated aqueous sodium bicarbonate, dried over anhydrous sodium suflate and evaporated to give 1-(p-nitrobenzyloxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine.

후처리

  1. extractionextracted with diethyl ether-dichloromethane (9:1)
  2. washThe extract was washed successively with saturated aqueous sodium chloride, 1N hydrochloric acid, saturated aqueous sodium chloride and saturated aqueous sodium bicarbonate
  3. dry with materialdried over anhydrous sodium suflate
  4. customevaporated

출처 및 근거

ORD 기록
ord-82d664200f304f5ca8b05ea2231f7c20
출처 데이터셋
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04742052

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