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Water → (E)-N-[4-(3-hydroxypiperidinomethyl)phenyl]-3-(4-methylphenyl)cinnamamide

HRID 2228105
ノート
印刷プレビュー

反応式

HRID 2228105 の反応式
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:26])/[CH:11]=[CH:12]/[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)[CH:14]=2)=[CH:5][CH:4]=1.[OH:27][CH:28]1[CH2:33][CH2:32][CH2:31][NH:30][CH2:29]1.O>CN(C=O)C>[OH:27][CH:28]1[CH2:33][CH2:32][CH2:31][N:30]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:26])/[CH:11]=[CH:12]/[C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]4[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=4)[CH:14]=3)=[CH:5][CH:4]=2)[CH2:29]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 232933-HydroxypiperidineHCID 18472214(E)-N-[4-(chloromethyl)phenyl]3-(4-methylphenyl)cinnamamide

生成物 1

HCID 18472270(E)-N-[4-(3-hydroxypiperidinomethyl)phenyl]-3-(4-methylphenyl)cinnamamide収率 73.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In DMF (3 ml) was dissolved (E)-N-[4—(chloromethyl)phenyl]-3—(4-methylphenyl)cinnamamide (200 mg), and to the mixture was added 3-hydroxypiperidine (168 mg). The mixture was stirred at room temperature for 13 hours, and to the mixture was added water (50 ml). The mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-diisopropylether to give (E)-N-[4—(3-hydroxypiperidino-methyl)phenyl]-3—(4-methylphenyl)cinnamamide (Compound 67) (174 mg) as colorless crystals.

後処理

  1. extractionThe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium chloride solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was recrystallized from ethyl acetate-diisopropylether

出典と根拠

ORDレコード
ord-0fabc8680f9d4310a2c7fe5808b64945
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06413947B1

反応ノート

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