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4,4'-Bipiperidine dihydrochloride → 4,4'-Bipiperidine, 1-boc protected

HRID 494014
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HRID 494014 반응식
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH:6]([CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH2:5][CH2:4]1.[C:15](OC([O-])=O)([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>C(O)C.[OH-].[Na+]>[NH:3]1[CH2:8][CH2:7][CH:6]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)[CH2:5][CH2:4]1
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참가 물질

5

반응물 2

HCID 122706374,4'-Bipiperidine dihydrochlorideHCID 22064466Tert-butyldicarbonate

생성물 1

HCID 117475994,4'-Bipiperidine, 1-boc protected수율 72%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 14798Sodium Hydroxide용매

반응 조건

온도
10 °C

실험 절차

A solution is prepared of 41 g (0.17 M) of 4,4′-bipiperidine dihydrochloride in 250 ml of ethanol and 250 ml of 2N sodium hydroxide. A solution of 18.5 g (0.085 M) of t-butyl dicarbonate in 100 ml of ethanol are added slowly, at 0° C. The reaction mixture is agitated for 1 hour at 10° C. and the ethanol is then removed by an evaporator, under reduced pressure. The residual aqueous phase is saturated with sodium chloride and extracted with ethyl acetate. The organic phase obtained is dried over magnesium sulphate and concentrated under reduced pressure. The crude product is purified by silica gel chromatography in eluting with the aid of a dichloromehane/methanol/aqueous ammonia mixture (8/2/0.4; v/v/v). 16.5 g of the compound sought after are thus obtained as a white solid (yield=72%).

후처리

  1. customthe ethanol is then removed by an evaporator, under reduced pressure
  2. extractionextracted with ethyl acetate
  3. customThe organic phase obtained
  4. dry with materialis dried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product is purified by silica gel chromatography
  7. washin eluting with the aid of a dichloromehane/methanol/aqueous ammonia mixture (8/2/0.4; v/v/v)

출처 및 근거

ORD 기록
ord-c75086f5b7984dd5a4371536ebd168c0
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07538111B2

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