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Water → 1-(4-Ethylpiperazin-1-yl)-3-phenacylisoquinoline

HRID 1251268
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HRID 1251268 반응식
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11](Br)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].[C:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:22])[CH3:21].C(O[K])(C)(C)C.O>CS(C)=O.[Hg]>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([CH2:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:22])[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 7410AcetophenoneHCID 225024471-(1-Ethylpiperazin-4-yl)-3-bromoisoquinolineHCID 178418922HCID 178418922, 화합물

생성물 1

HCID 225034511-(4-Ethylpiperazin-1-yl)-3-phenacylisoquinoline수율 89.1%

시약·촉매·용매 2

HCID 23931Mercury
촉매
HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixed solution of 1-(4-ethylpiperazin-1-yl)-3-bromoisoquinoline (1.00 g), acetophenone (1.50 g) and tert-butoxypotassium (1.40 g) in dimethyl sulfoxide (50 ml) was irradiated with light (450 W; mercury-vapor lamp) at room temperature for 5 hr. Water (200 ml) was added to the reaction solution, and the mixture was extracted with ethyl acetate. The resulting organic layer was washed with water and brine, and then extracted with a 2N aqueous solution of hydrochloric acid (100 ml). The resulting aqueous layer was basified with sodium carbonate and extracted with ethyl acetate. The ethyl acetate layer was washed with water and brine, and dried over magnesium sulfate. The solvent was removed, to give 1-(4-ethylpiperazin-1-yl)-3-phenacylisoquinoline (1.0 g) as a pale yellow oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe resulting organic layer was washed with water and brine
  3. extractionextracted with a 2N aqueous solution of hydrochloric acid (100 ml)
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with water and brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed

출처 및 근거

ORD 기록
ord-2e3e3ac37a7149e0984deaf698384c44
출처 데이터셋
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06340759B1

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