Ethanol → 1-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-(phenylmethyl)piperazine maleate

HRID 1395241ノート

反応式

HRID 1395241 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[C:25](=[O:28])([O-:27])[O-].[K+].[K+].[CH2:31](Br)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.C([OH:41])C>>[C:8]([OH:41])(=[O:9])/[CH:18]=[CH:23]\[C:25]([OH:27])=[O:28].[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH2:14][CH2:13]2)=[CH:6][CH:7]=1

参加物

5

反応物 4

HCID 702EthanolHCID 7498Benzyl Bromide2 回HCID 11430Potassium CarbonateHCID 99740131-[2-[Bis(4-fluorophenyl)methoxy]ethyl]piperazine

生成物 1

HCID 705735041-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-(phenylmethyl)piperazine maleate

実験手順

To a mixture of 6 g (0.018 mol) of 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]piperazine (prepared as described in Example 3) and 3 g of potassium carbonate powder in 50 ml of ethanol, 3.1 g (0.018) of benzylbromide were added dropwise at room temperature. The reaction mixture was then slowly heated and refluxed for 3 hours. Subsequently another 3.1 g (0.018 mol) of benzylbromide were added dropwise at room temperature. The mixture was refluxed for 1.5 hours, cooled and filtered. The solvent was distilled off and the residue was purified by column chromatography (silicagel) with a mixture of chloroform and ethyl acetate (1:1) as the eluent. A solution of maleic acid in diethyl ether was added to the desired eluate fraction, the precipitate was filtered off and crystallized from a mixture of methanol and dimethylformamide. 1-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-(phenylmethyl)piperazine maleate (1:2) was obtained. Melting point 201.5°-202.5° C.

後処理

  1. additionwere added dropwise at room temperature
  2. temperatureThe reaction mixture was then slowly heated
  3. temperaturerefluxed for 3 hours
  4. temperatureThe mixture was refluxed for 1.5 hours
  5. temperaturecooled
  6. filtrationfiltered
  7. distillationThe solvent was distilled off
  8. customthe residue was purified by column chromatography (silicagel) with a mixture of chloroform and ethyl acetate (1:1) as the eluent
  9. additionA solution of maleic acid in diethyl ether was added to the desired eluate fraction
  10. filtrationthe precipitate was filtered off
  11. customcrystallized from a mixture of methanol and dimethylformamide

出典と根拠

ORDレコード
ord-aa8b25ce4ef744a2a03b81f1b6eb3abe
出典データセット
uspto-grants-1980_05
特許番号
US04202896

反応ノート

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