Triethylamine → 1-[4-(4-Chlorobenzyl)-1-piperazinyl]-3-(4-phenacyl-1-piperazinyl)propane

HRID 4315ノート

反応式

HRID 4315 の反応式
[CH2:1]([N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3].Cl[CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][N:23]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)[CH2:22][CH2:21]1.C(N(CC)CC)C>C(O)C>[Cl:33][C:30]1[CH:31]=[CH:32][C:27]([CH2:26][N:23]2[CH2:24][CH2:25][N:20]([CH2:19][CH2:18][CH2:17][N:13]3[CH2:14][CH2:15][N:10]([CH2:1][C:2]([C:4]4[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=4)=[O:3])[CH2:11][CH2:12]3)[CH2:21][CH2:22]2)=[CH:28][CH:29]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 47387141-Phenyl-2-(piperazin-1-yl)ethanoneHCID 133997271-[(4-Chlorophenyl)methyl]-4-(3-chloropropyl)piperazine

生成物 1

HCID 140970431-[4-(4-Chlorobenzyl)-1-piperazinyl]-3-(4-phenacyl-1-piperazinyl)propane収率 77.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4.1 g of 1-phenacylpiperazine, 5.7 g of 1-chloro-3-[4-(4-chlorobenzyl)-1-piperazinyl]propane, 2.6 g of triethylamine and 35 ml of reagent ethanol was refluxed for 5 hours. The solvent was removed by rotary evaporation, 150 ml of water were added, and the mixture was extracted with ether (3×150 ml). The ether solution was evaporated to an oil, which was chromatographed on a silica column, the eluant being CH2Cl2 /CH3OH/ammonium hydroxide (45:5:1), to yield crude 1-[4-(4-chlorobenzyl)-1-piperazinyl]-3-(4-phenacyl-1-piperazinyl)propane (7.0 g, 50% of theory). This oil was dissolved in 200 ml of ether and precipitated with excess anhydrous hydrogen chloride. The precipitate was then dissolved in water and reprecipitated by addition of acetone to give 1-[4-(4-chlorobenzyl)-1-piperazinyl]-3-(4-phenacyl-1-piperazinyl)propane tetrahydrochloride monohydrate as a white crystalline product (m.p. 211°-218° C.).

後処理

  1. temperaturewas refluxed for 5 hours
  2. customThe solvent was removed by rotary evaporation, 150 ml of water
  3. additionwere added
  4. extractionthe mixture was extracted with ether (3×150 ml)
  5. customThe ether solution was evaporated to an oil, which
  6. customwas chromatographed on a silica column

出典と根拠

ORDレコード
ord-9e8e1e68cd8c457689d598080df4296f
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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