1-Bromo-3-chloropropane → 1,3-Bis[4-(1-phenylethyl)-1-piperazinyl]propane tetrahydrochloride

HRID 4317ノート

反応式

HRID 4317 の反応式
[C:1]1([CH:7]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:16][CH2:17][CH2:18][Cl:19]>C(O)C>[ClH:19].[ClH:19].[ClH:19].[ClH:19].[C:1]1([CH:7]([N:9]2[CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH2:18][N:12]3[CH2:13][CH2:14][N:9]([CH:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH3:8])[CH2:10][CH2:11]3)[CH2:13][CH2:14]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 80061-Bromo-3-chloropropaneHCID 27371341-(1-Phenylethyl)piperazine

生成物 1

HCID 201522201,3-Bis[4-(1-phenylethyl)-1-piperazinyl]propane tetrahydrochloride収率 211.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 7.6 g of 1-(1-phenylethyl)piperazine, 3.2 g of 1-bromo-3-chloropropane and 50 ml of reagent ethanol was refluxed for 5 hours. The solvent was then removed under vacuum, 75 ml of water were added, and the mixture was extracted with ether (3×150 ml). The ether extract was evaporated to an oil and chromatographed on silica, the eluant being CH2Cl2 /CH3OH/ammonium hydroxide (45:5:1). The resulting yellow oil was dissolved in 150 ml of ether and precipitated with excess anhydrous hydrogen chloride to yield 6.1 g (51% of theory) of 1,3-bis[4-(1-phenylethyl) -1-piperazinyl]propane tetrahydrochloride. The product was recrystallized from ethanol/water to yield a white crystalline solid (m.p. 236°-246° C., with decomp.).

後処理

  1. temperaturewas refluxed for 5 hours
  2. customThe solvent was then removed under vacuum, 75 ml of water
  3. additionwere added
  4. extractionthe mixture was extracted with ether (3×150 ml)
  5. extractionThe ether extract
  6. customwas evaporated to an oil
  7. customchromatographed on silica
  8. dissolutionThe resulting yellow oil was dissolved in 150 ml of ether
  9. customprecipitated with excess anhydrous hydrogen chloride

出典と根拠

ORDレコード
ord-17ee4450157049288fbf93d876e000e4
出典データセット
uspto-grants-1988_02
特許番号
US04725597

反応ノート

読み込み中…