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Pyrrolidine → HCID 10362856, 화합물

HRID 2380339
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HRID 2380339 반응식
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:9]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23](O)=[O:24])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH:38]1[CH2:42][CH2:41][CH2:40][CH2:39]1>O1CCCC1>[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:9]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([N:38]3[CH2:42][CH2:41][CH2:40][CH2:39]3)=[O:24])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 682631,1'-CarbonyldiimidazoleHCID 100198536-[(4-Phenyl-2-quinolyl)oxy]hexanoic acid

생성물 1

HCID 10362856HCID 10362856, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5 g of 6-[(4-phenyl-2-quinolyl)oxy]hexanoic acid in 120 cc of tetrahydrofuran is added 2.9 g of 1,1'-carbonyldiimidazole. The mixture is stirred for 2 hours to 50° C. After cooling, 1.3 g of pyrrolidine is added and the mixture is stirred at room temperature overnight. The tetrahydrofuran is removed in vacuo and the residue partitioned between ethyl acetate and water. The ethyl acetate solution is washed with water, dried (Na2SO4), filtered and concentrated in vacuo. The resultant residue is then purified by flash chromatography on silica gel (30-60mm; eluent: 3:7 cyclohexane/ethyl acetate) to give 1-[6-(4-phenyl-2-quinolyloxy)hexanoyl]pyrrolidine as a white solid m.p.=52°-54° C.)

후처리

  1. temperatureAfter cooling
  2. stirringthe mixture is stirred at room temperature overnight
  3. customThe tetrahydrofuran is removed in vacuo
  4. customthe residue partitioned between ethyl acetate and water
  5. washThe ethyl acetate solution is washed with water
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe resultant residue is then purified by flash chromatography on silica gel (30-60mm; eluent: 3:7 cyclohexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-b3e1525099984d1ebedba9a675f5be3f
출처 데이터셋
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05366982

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