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Potassium Carbonate → 1-Boc-4-(4-Cyanobenzyl)piperazine

HRID 252869
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HRID 252869 반응식
[N:1]1([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.BrC[C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[C:19]#[N:20].[C:24]([O-])([O-])=O.[K+].[K+]>CCO>[C:19]([C:18]1[CH:17]=[CH:16][C:23]([CH2:24][N:4]2[CH2:5][CH2:6][N:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:2][CH2:3]2)=[CH:22][CH:21]=1)#[N:20]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 97249Benzonitrile, 3-(bromomethyl)-HCID 143452tert-Butyl piperazine-1-carboxylate

생성물 1

HCID 183822571-Boc-4-(4-Cyanobenzyl)piperazine수율 85%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of tert-butyl piperazine-1-carboxylate (334, 1 g, 5.37 mmol), 3-(bromomethyl)benzonitrile (335, 1.26 g, 6.45 mmol) and K2CO3 (1.48 g, 10.74 mmol) in EtOH (20 mU was refluxed for four hours. The reaction mixture was then concentrated, diluted with EtOAc (20 ml.) and washed with water (20 mL). The organic phase was separated, dried with Na2SO4, filtered and concentrated. Crude product was purified by flash chromatography using the gradient 10%-25% EtOAc in hexanes as an eluent to afford the title compound 336 (1.374 g 85%). MS: calc: 301.3; found: 302.1 (M+H)

후처리

  1. concentrationThe reaction mixture was then concentrated
  2. additiondiluted with EtOAc (20 ml.)
  3. washwashed with water (20 mL)
  4. customThe organic phase was separated
  5. dry with materialdried with Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customCrude product was purified by flash chromatography

출처 및 근거

ORD 기록
ord-7211e0f4730247f693bbb1d9c79feae1
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07868205B2

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