1-Bromo-3-chloropropane → Piperazine, 1-(3-chloropropyl)-4-(diphenylmethyl)-

HRID 851123Notes

Reaction equation

HRID 851123 reaction equation
[CH:1]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:21][CH2:22][CH2:23][Cl:24].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:21][CH2:22][CH2:23][Cl:24])[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 70048Benzhydrylpiperazine

Product 1

HCID 10936372Piperazine, 1-(3-chloropropyl)-4-(diphenylmethyl)-Yield 56.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1-benzhydrylpiperazin (4.13 g), 1-bromo-3-chloropropane (5.18 g) and anhydrous potassium carbonate (2.26 g) in anhydrous acetone (82 ml) was refluxed for 10 hours under stirring. The insoluble materials were filtered off and the filtrate was evaporated to dryness. The residue was subjected to column chromatography on alumina (50 g) using benzene as an eluent. The fractions containing the object compound were collected and evaporated to give oil of 1-benzhydryl-4-(3-chloropropyl)piperazine (3.04 g).

Workup

  1. temperaturewas refluxed for 10 hours
  2. filtrationThe insoluble materials were filtered off
  3. customthe filtrate was evaporated to dryness
  4. additionThe fractions containing the object compound
  5. customwere collected
  6. customevaporated

Sources & evidence

ORD record
ord-3601993dba0648e4b0edfa2989795a34
Source dataset
uspto-grants-1983_05
Patent number
US04382934

Reaction notes

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