Hydrochloric Acid → 4-[4-(2-Ethoxyphenyl)-1-piperazinyl butyl]-3-(1-methylethyl)-2-oxazolidinone hydrochloride

HRID 373031Notes

Reaction equation

HRID 373031 reaction equation
[Cl:1]CCCC[CH:6]1[O:10][C:9](=[O:11])[N:8]([CH:12]([CH3:14])[CH3:13])[CH2:7]1.Cl.[CH2:16]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)[CH3:17].[I-].[K+].Cl>C(O)C.CCOCC>[ClH:1].[CH2:16]([O:18][C:19]1[CH:21]=[CH:20][CH:19]=[CH:24][C:24]=1[CH2:23][CH2:22][CH2:21][CH:20]([CH:7]1[CH2:6][O:10][C:9](=[O:11])[N:8]1[CH:12]([CH3:13])[CH3:14])[N:25]1[CH2:26][CH2:27][NH:28][CH2:29][CH2:30]1)[CH3:17]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 128624181-(2-Ethoxyphenyl)piperazine HydrochlorideHCID 198114795-(4-Chlorobutyl)-3-(1-methylethyl)-2-oxazolidinone

Product 1

HCID 679058964-[4-(2-Ethoxyphenyl)-1-piperazinyl butyl]-3-(1-methylethyl)-2-oxazolidinone hydrochlorideYield 60%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

Following the procedure of Example 5, a mixture of 5-(4-chlorobutyl)-3-(1-methylethyl)-2-oxazolidinone (5.2 g, 0.0137 mol), 1-(2-ethoxyphenyl)-piperazine hydrochloride (5.76 g, 0.0237 mol) and potassium iodide (1.0 g) in N-butanol (200 mL) gave an oil. The oil was dissolved in absolute ethanol and acidified with ethanolic hydrogen chloride. Addition of ether and filtration gave a solid which was dried under high vacuum at 70° C. to give 6.62 g (60% yield), mp 199°-205° C.

Workup

  1. customgave an oil
  2. customgave a solid which
  3. customwas dried under high vacuum at 70° C.
  4. customto give 6.62 g (60% yield), mp 199°-205° C.

Sources & evidence

ORD record
ord-4898441cdace42a2b4dd23c13450b664
Source dataset
uspto-grants-1992_11
Patent number
US05162322

Reaction notes

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