2-Chloroethanol → HCID 12362126, compound

HRID 444220Notes

Reaction equation

HRID 444220 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:21][CH2:22][CH2:23]O>CC(=O)CC>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:23][CH2:22][Cl:21])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 342-ChloroethanolHCID 11430Potassium CarbonateHCID 1348264-Chlorobenzylpiperazine

Product 1

HCID 12362126HCID 12362126, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 1-(4-chlorobenzyl)piperazine (21.05 g; 0.1 mole), anhydrous potassium carbonate (20.7 g; 0.15 mole) and 2-chloroethanol (8.85 g; 0.11 mole) in butanone (270 ml) was stirred at reflux for 61/2 hr, cooled, and the solvent removed in vacuo. Chromatography of the residue on silica eluting with chloroform gave 8.74 g (34%) of the title compound as an oil, νmax (film) 3350, 2910, 2800, 1595 cm-1 ; (Found; C, 61.48; H, 7.96; N, 10.13; C13H19N2ClO requires; C, 61.28; H, 7.52; N, 11.00%).

Workup

  1. temperatureat reflux for 61/2 hr
  2. temperaturecooled
  3. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-5fc783b65e29403f9d035c6a663ed979
Source dataset
uspto-grants-1981_04
Patent number
US04263299

Reaction notes

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