Benzoyl chloride → 7-Benzoyloxy-1-(4-methyl-1-piperazinyl)-naphthalene

HRID 235139ノート

反応式

HRID 235139 の反応式
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(Cl)Cl.C(=O)(O)[O-].[Na+].C(OCC)(=O)C>[C:19]([O:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 2

HCID 7412Benzoyl chloride2 回HCID 108002178-(4-Methylpiperazin-1-yl)naphthalen-2-ol

生成物 1

HCID 233534937-Benzoyloxy-1-(4-methyl-1-piperazinyl)-naphthalene

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

A mixture of 7-hydroxy-1-(4-methyl-1-piperazinyl)-naphthalene (0.065 g, 0.268 mmol) and benzoyl chloride (0.035 mL, 0.302 mmol) in methylene chloride (1 mL) and saturated sodium bicarbonate (1 mL) was stirred at room temperature. After several hours, a second equivalent of benzoyl chloride was added with continued stirring overnight. The reaction was diluted with ethyl acetate and the phases were separated. The organic layer was washed with 1N sodium hydroxide, water and brine; then it was dried over magnesium sulfate and concentrated to an oil which solidified (0.065 g, 69%). A sample recrystallized from ether/hexane as a light pink solid was submitted for analysis: mp 82°-82.5° C. Analysis calculated for C22H22N2O2 ·0.25 H2O: C, 75.30; H, 6.46; N, 7.98. Found: C, 75.51; H, 6.29; N, 7.97.

後処理

  1. waitAfter several hours
  2. stirringwith continued stirring overnight
  3. customthe phases were separated
  4. washThe organic layer was washed with 1N sodium hydroxide, water and brine
  5. dry with materialthen it was dried over magnesium sulfate
  6. concentrationconcentrated to an oil which
  7. customA sample recrystallized from ether/hexane as a light pink solid

出典と根拠

ORDレコード
ord-26e64627724a45acbebc8e65a82dac40
出典データセット
uspto-grants-1997_01
特許番号
US05597826

反応ノート

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