Sodium Carbonate → 1-(5,6,7,8-Tetrahydronaphthalen-1-yl)piperazine

HRID 481353

Reaction equation

HRID 481353 reaction equation
[C:1]1([NH2:11])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.Cl.Cl[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]Cl.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[C:1]1([N:11]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 166715-TetralinylamineHCID 522769Bis(2-chloroethyl)amine hydrochloride

Product 1

HCID 986981-(5,6,7,8-Tetrahydronaphthalen-1-yl)piperazine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

5,6,7,8-Tetrahydronaphthalen-1-ylamine (1.4 ml, 15 mmol) is brought to the reflux point of 1-butanol (50 ml) in the presence of bis(2-chloroethyl)amine hydrochloride (2.68 g, 15 mmol) and sodium carbonate (800 mg, 7.5 mmol). After 48 h, the reaction mixture is concentrated and impregnated onto silica and then purified by flash chromatography with a mixture (95/5/1) and then (90/9/1) of dichloromethane/methanol/aqueous ammonia.

Workup

  1. concentrationthe reaction mixture is concentrated
  2. custompurified by flash chromatography with a mixture (95/5/1)

Sources & evidence

ORD record
ord-cf5b8c9e07c747c3ac0fadf998fe5196
Source dataset
uspto-grants-1998_08
Patent number
US05789412

Linked notes

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