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

HRID 494014
ノート
印刷プレビュー

反応式

HRID 494014 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

HCID 117475994,4'-Bipiperidine, 1-boc protected収率 72%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 14798Sodium Hydroxide溶媒

反応条件

温度
10 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-c75086f5b7984dd5a4371536ebd168c0
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07538111B2

反応ノート

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