Triethylamine → HCID 60137954, compound

HRID 1991087Notes

Reaction equation

HRID 1991087 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[CH3:10][CH:11]1[CH2:16][NH:15][CH2:14][CH2:13][NH:12]1.C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>CN(C=O)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:15]2[CH2:14][CH2:13][NH:12][CH:11]([CH3:10])[CH2:16]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 660572-MethylpiperazineHCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 516892Sodium Bicarbonate

Product 1

HCID 60137954HCID 60137954, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.49 g (17.0 mmol) 4-Chlorobenzylbromide was added dropwise to a mixture of 2.04 g (20.4 mmol) 2-Methyl piperazine and 2.40 ml (17 mmol) triethylamine in 60 ml DMF at room temperature. The reaction mixture was stirred for 16 hours at room temperature, the poured onto aq. sodium bicarbonate solution and extracted with ethylacetate. Purification of the crude product by flash chromatography gave 2.26 g (10.1 mmol, 59%) of 1-(4-chloro-benzyl)-3-methyl-piperazine as colorless oil.

Workup

  1. extractionextracted with ethylacetate
  2. customPurification of the crude product by flash chromatography

Sources & evidence

ORD record
ord-7f6140e6ce0849ea9bc59673890946dc
Source dataset
uspto-grants-2010_01
Patent number
US07645760B2

Reaction notes

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