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

HRID 1072715
ノート
印刷プレビュー

反応式

HRID 1072715 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 22387439N-3-(4-pentylphenyl)propylphthalimide収率 82%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-8772f1f9ebbc47c2a3791876ec8b35c7
出典データセット
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06911468B2

反応ノート

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