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3-(4-Pentylphenyl)propyl mesylate → N-3-(4-pentylphenyl)propylphthalimide

HRID 1072715
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인쇄 미리보기

반응식

HRID 1072715 반응식
S(O[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=1)(=O)(=O)C.[C:20]1(=[O:30])[NH:24][C:23](=[O:25])[C:22]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:21]12.[K]>CN(C=O)C>[CH2:15]([C:12]1[CH:13]=[CH:14][C:9]([CH2:8][CH2:7][CH2:6][N:24]2[C:23](=[O:25])[C:22]3=[CH:26][CH:27]=[CH:28][CH:29]=[C:21]3[C:20]2=[O:30])=[CH:10][CH:11]=1)[CH2:16][CH2:17][CH2:18][CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 223874783-(4-Pentylphenyl)propyl mesylateHCID 24194345Phthalimide potassium salt

생성물 1

HCID 22387439N-3-(4-pentylphenyl)propylphthalimide수율 82%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-(4-pentylphenyl)propyl mesylate (42.4 g, 149 mmol) and potassium phthalimide (27.6 g, 149 mmol) in DMF (200 ml) was stirred at 80° C. for 3 hours. The reaction solution was poured into ice water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate anhydride, and the organic layer was concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to give the object compound as an oily substance. 41.1 g, (yield 82%)

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate anhydride
  4. concentrationthe organic layer was concentrated
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1)
  6. customto give the object compound as an oily substance

출처 및 근거

ORD 기록
ord-8772f1f9ebbc47c2a3791876ec8b35c7
출처 데이터셋
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06911468B2

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