Sodium Hydroxide → 1-[4-(4-Chlorobenzyl)-1-piperazinyl]-3-[4-(2-carboxy-2-phenylethyl)-1-piperazinyl]propane tetrahydrochloride

HRID 4321ノート

反応式

HRID 4321 の反応式
[ClH:1].Cl.Cl.Cl.[Cl:5][C:6]1[CH:40]=[CH:39][C:9]([CH2:10][N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH:27]([C:34]([O:36]CC)=[O:35])[C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH2:22][CH2:21]3)[CH2:13][CH2:12]2)=[CH:8][CH:7]=1.[OH-].[Na+]>C(O)C>[ClH:5].[ClH:1].[ClH:5].[ClH:5].[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([CH2:10][N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:21][CH2:22][N:23]([CH2:26][CH:27]([C:34]([OH:36])=[O:35])[C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH2:24][CH2:25]3)[CH2:13][CH2:12]2)=[CH:39][CH:40]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 201522231-[4-(4-Chlorobenzyl)-1-piperazinyl]-3-[4-(2-ethoxycarbonyl-2-phenylethyl)-1-piperazinyl]propane tetrahydrochloride

生成物 1

HCID 201522421-[4-(4-Chlorobenzyl)-1-piperazinyl]-3-[4-(2-carboxy-2-phenylethyl)-1-piperazinyl]propane tetrahydrochloride収率 172%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A suspension of 340 mg of 1-[4-(4-chlorobenzyl)-1-piperazinyl]-3-[4-(2-ethoxycarbonyl-2-phenylethyl)-1-piperazinyl]propane tetrahydrochloride in 10 ml of ethanol was treated with 1 ml of aqueous 5M sodium hydroxide and heated under reflux for 1 hour. The reaction mixture was evaporated to dryness under reduced pressure. The residue was mixed with lN hydrochloric acid (3 ml) and the resulting mixture extracted with ether (2×10 ml). The extract was discarded and the pH of aqueous phase adjusted to 5.5 with 1N hydrochloric acid. Aqueous saturated sodium chloride solution (10 ml) was added and the mixture extracted with butanol (2×10 ml). The butanol extract was filtered and treated with excess ethereal hydrogen chloride. The white precipitate was collected and recrystallized from aqueous ethanol to yield 1-[4-(4-chlorobenzyl)-1-piperazinyl]-3-[4-(2-carboxy-2-phenylethyl)-1-piperazinyl]propane tetrahydrochloride (140 mg, 40% yield) as a white crystalline solid (m.p. 230°-245° C. decomp.).

後処理

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. customThe reaction mixture was evaporated to dryness under reduced pressure
  4. additionThe residue was mixed with lN hydrochloric acid (3 ml)
  5. extractionthe resulting mixture extracted with ether (2×10 ml)
  6. additionAqueous saturated sodium chloride solution (10 ml) was added
  7. extractionthe mixture extracted with butanol (2×10 ml)
  8. extractionThe butanol extract
  9. filtrationwas filtered
  10. additiontreated with excess ethereal hydrogen chloride
  11. customThe white precipitate was collected
  12. customrecrystallized from aqueous ethanol

出典と根拠

ORDレコード
ord-13fda9fea57447eebddeaa653b8ac3a5
出典データセット
uspto-grants-1988_02
特許番号
US04725597

反応ノート

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