1-Bromo-2-Chloroethane → HCID 20186512, compound

HRID 2309025Notes

Reaction equation

HRID 2309025 reaction equation
[Cl:1][CH2:2][CH2:3]Br.[CH3:5][C:6]1[CH:18]=[CH:17][CH:16]=[CH:15][C:7]=1[CH2:8][N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(N(CC)CC)C>O>[ClH:1].[ClH:1].[Cl:1][CH2:2][CH2:3][N:12]1[CH2:13][CH2:14][N:9]([CH2:8][C:7]2[CH:15]=[CH:16][CH:17]=[CH:18][C:6]=2[CH3:5])[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 8471TriethylamineHCID 792121-(2-Methylbenzyl)piperazine

Product 1

HCID 20186512HCID 20186512, compoundYield 44.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

First, 2-chlorobromoethane (48 g) is added to a solution of 2-methylbenzylpiperazine (12 g) and triethylamine (32 g). The resulting mixture is refluxed for 30 minutes; water is then added and the product is extracted with ether, dried (magnesium sulfate) and concentrated in vacuo to give an oil, which is purified on a silica gel column (methylene chloride: methanol, 9:1). The resulting oil is dissolved in ether and the salt precipitated with ethereal hydrochloric acid to give 9.2 g of 1-(2-chloroethyl)-4-(2-methylbenzyl)piperazine dihydrochloride as colorless crystals.

Workup

  1. temperatureThe resulting mixture is refluxed for 30 minutes
  2. extractionthe product is extracted with ether
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated in vacuo
  5. customto give an oil, which
  6. customis purified on a silica gel column (methylene chloride: methanol, 9:1)
  7. dissolutionThe resulting oil is dissolved in ether
  8. customthe salt precipitated with ethereal hydrochloric acid

Sources & evidence

ORD record
ord-49119a13f51f4f69933bec776145c7c5
Source dataset
uspto-grants-1987_09
Patent number
US04692448

Reaction notes

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