Potassium Carbonate → 1-[5-Chloro-2-(phenylmethyl)phenyl]piperazine hydrochloride

HRID 1723019Notes

Reaction equation

HRID 1723019 reaction equation
[CH2:1]([C:8]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:9]=1[NH2:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.Cl[CH2:18][CH2:19][NH2:20].Cl[CH2:22][CH2:23]N.C(=O)([O-])[O-].[K+].[K+]>C(O)CCC.C(Cl)Cl>[ClH:15].[Cl:15][C:12]1[CH:13]=[CH:14][C:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[C:9]([N:10]2[CH2:23][CH2:22][NH:20][CH2:19][CH2:18]2)[CH:11]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 200265062-Benzyl-5-chloroanilineHCID 86583559Bis(2-chloroethylamine) hydrochloride

Product 1

HCID 200265151-[5-Chloro-2-(phenylmethyl)phenyl]piperazine hydrochloride

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 6344DichloromethaneSolvent

Procedure

18.18 g of 2-benzyl-5-chloroaniline, 14.90 g of bis-(2-chloroethylamine)hydrochloride in 65 ml of n-butanol and repeated additions of 5.78 g of anhydrous potassium carbonate are reacted according to the method described in Ex. 1. The hydrochloride is formed in methylene chloride and a precipitate forms by adding ethyl ether; it is then filtered, washed repeatedly with ethyl ether and dried to give 17 g of hygroscopic product. 8.4 g (25%) of a whitish solid, m.p. 256°-258° C., chromatographically pure and elemental analysis correct are isolated by recrystallization from ethanol.

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-ad57cacadef54e41acebe5372f7afe4a
Source dataset
uspto-grants-1989_08
Patent number
US04859675

Reaction notes

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