2,4,6-Trimethylaniline → 1-(2,4,6-Trimethylphenyl)piperazine

HRID 481354

Reaction equation

HRID 481354 reaction equation
[C:1]1([N:11]2CCN[CH2:13][CH2:12]2)C2CCCCC=2C=C[CH:2]=1.[CH3:17][C:18]1[CH:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[C:19]=1[NH2:20].Cl.ClCCNCCCl.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[CH3:17][C:18]1[CH:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[C:19]=1[N:20]1[CH2:13][CH2:12][NH:11][CH2:1][CH2:2]1

Participants

6

Reactant 4

HCID 69132,4,6-TrimethylanilineHCID 10340Sodium CarbonateHCID 986981-(5,6,7,8-Tetrahydronaphthalen-1-yl)piperazineHCID 522769Bis(2-chloroethyl)amine hydrochloride

Product 1

HCID 27608221-(2,4,6-Trimethylphenyl)piperazineYield 55%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Compound 31A is prepared according to the procedure described for compound 26A, using the following reactants: 2,4,6-trimethylaniline (4.8 ml, 34 mmol); bis(2-chloroethyl)amine hydrochloride (6.05 g, 34 mmol); sodium carbonate (1.8 g, 17 mmol); 1-butanol (75 ml). After impregnating onto silica, the crude reaction product is purified by flash chromatography with a mixture (95/5/1) and then (90/9/1) of dichloromethane/methanol/aqueous ammonia.

Workup

  1. customthe crude reaction product
  2. customis purified by flash chromatography with a mixture (95/5/1)

Sources & evidence

ORD record
ord-7551cec5b6054c4e8f02f722f5cf9e8e
Source dataset
uspto-grants-1998_08
Patent number
US05789412

Linked notes

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