Benzyl Bromide → 5-(3,4-Dimethoxyphenyl)-2-benzylpyrazolin-3-one

HRID 1489654

反応式

HRID 1489654 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[NH:15][NH:14][C:13](=[O:16])[CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].N1[C:22]([CH3:23])=[CH:21][C:20](C)=[CH:19][C:18]=1[CH3:25].C(Br)C1C=CC=CC=1>C1(C)C=CC=CC=1.ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[NH:15][N:14]([CH2:25][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:13](=[O:16])[CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

6

反応物 3

HCID 7498Benzyl BromideHCID 79532,4,6-TrimethylpyridineHCID 220460885-(3,4-Dimethoxyphenyl)-pyrazolin-3-one

生成物 1

HCID 229023385-(3,4-Dimethoxyphenyl)-2-benzylpyrazolin-3-one

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

5 g of 5-(3,4-dimethoxyphenyl)-pyrazolin-3-one, prepared according to Example 1C, were suspended in 100 ml of toluene. First 3 ml of collidine and subsequently 3.6 ml of benzyl bromide were added dropwise to the suspension. After heating for 6 hours under reflux, the reaction mixture was cooled, and the precipitated crystals were filtered out and washed with isopropanol. The crystals obtained were dissolved in dichloromethane and washed with 2M citric acid. The organic phase was dried with magnesium sulfate and concentrated. For purification the residue was recrystallized from isopropanol. 4 g of 5-(3,4-dimethoxyphenyl)-2-benzyl-pyrazolin-3-one were obtained having a melting point of 165° C.

後処理

  1. temperatureAfter heating for 6 hours
  2. temperatureunder reflux
  3. temperaturethe reaction mixture was cooled
  4. filtrationthe precipitated crystals were filtered out
  5. washwashed with isopropanol
  6. customThe crystals obtained
  7. washwashed with 2M citric acid
  8. dry with materialThe organic phase was dried with magnesium sulfate
  9. concentrationconcentrated
  10. customFor purification the residue
  11. customwas recrystallized from isopropanol

出典と根拠

ORDレコード
ord-b9eec5786b4c43f888099167371f7d17
出典データセット
uspto-grants-1997_10
特許番号
US05679699

関連ノート

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