Potassium Carbonate → 2,5-Pyrrolidinedione, 1-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]-

HRID 2288595노트

반응식

HRID 2288595 반응식
[O:1]=[C:2]1[CH2:6][CH2:5][C:4](=[O:7])[NH:3]1.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24]Cl)[CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(C)=O>[CH3:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:17][CH2:18][N:19]([CH2:22][CH2:23][CH2:24][N:3]2[C:4](=[O:7])[CH2:5][CH2:6][C:2]2=[O:1])[CH2:20][CH2:21]1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 11439SuccinimideHCID 6226691-(3-Chloropropyl)-4-(2-methoxyphenyl)piperazine

생성물 1

HCID 99494362,5-Pyrrolidinedione, 1-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]-

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 180Acetone용매

반응 조건

온도
80 °C

실험 절차

Scheme-I: A mixture of 2,5-dioxopyrrolidine (3.68 g, 37.24 mmol), 1-[4-(2-methoxyphenyl)-piperazin-1-yl]-3-chloropropane (10.0 g, 37.24 mmol), potassium carbonate (7.70 g, 55.8 mmol) and tetrabutylammonium bromide (2.38 g, 7.4 mmol) in acetone (100 ml) was refluxed for 12 hours at 80° C. with stirring. The solvent was evaporated off in vacuo and the residue was taken up in water (80 ml). The aqueous solution was extracted with chloroform (3×50 ml) and the organic layers combined, washed with water 2×50 ml), dried over Na2SO4 and evaporated in vacuo to give the title compound. The product was purified by column chromatography over flash silica gel using chloroform-methanol (99:1) as eluent; yield 8.00 g (65%) in oil. The hydrochloride salt was prepared by the method described above; mp 199-202° C.

후처리

  1. customThe solvent was evaporated off in vacuo
  2. extractionThe aqueous solution was extracted with chloroform (3×50 ml)
  3. washwashed with water 2×50 ml),
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-f072b01821d143718b01e3481895cdc3
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06090809

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