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

HRID 235139노트

반응식

HRID 235139 반응식
[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

참가 물질

6

반응물 2

HCID 7412Benzoyl chloride2회HCID 108002178-(4-Methylpiperazin-1-yl)naphthalen-2-ol

생성물 1

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

시약·촉매·용매 3

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매HCID 516892Sodium Bicarbonate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-26e64627724a45acbebc8e65a82dac40
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597826

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