1-(3-(Trifluoromethyl)phenyl)piperazine → HCID 131717164, compound

HRID 1533915Notes

Reaction equation

HRID 1533915 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:4]=1.[Cl:17][CH2:18][CH2:19][CH:20]1[O:24][C:23](=[O:25])[N:22]([CH3:26])[CH2:21]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C(O)CCC>[OH2:24].[ClH:17].[CH3:26][N:22]1[CH2:21][CH:20]([CH2:19][CH2:18][N:12]2[CH2:13][CH2:14][N:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=3)[CH2:10][CH2:11]2)[O:24][C:23]1=[O:25].[CH3:26][N:22]1[CH2:21][CH:20]([CH2:19][CH2:18][N:12]2[CH2:13][CH2:14][N:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=3)[CH2:10][CH2:11]2)[O:24][C:23]1=[O:25].[ClH:17]

Participants

6

Reactant 4

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 146987465-(2-Chloro-ethyl)-3-methyl-oxazolidin-2-one

Product 1

HCID 131717164HCID 131717164, compoundYield 117.3%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure of Example 2. A mixture of 4.6 g (0.02 mol) of N-(α,α,α-trifluoro-m-tolyl)piperazine (95%, Aldrich), 3.3 g (0.02 mol) of 5-(2-chloroethyl)-3-methyl-2-oxazolidinone, 6.4 g (0.06 mol) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 100 mL of 1-butanol gave a gum as residue. This gum was dissolved in ethyl and converted to the hydrochloride salt. The solid salt was recrystallized from 2-propanol/absolute ethanol to yield 6.3 g (80%) of white solid, mp 220°-221° C. (dec).

Workup

  1. customThis compound was prepared
  2. customgave a gum as residue
  3. dissolutionThis gum was dissolved in ethyl
  4. customThe solid salt was recrystallized from 2-propanol/absolute ethanol

Sources & evidence

ORD record
ord-fbc95dce65f641a594fdd26350c1694d
Source dataset
uspto-grants-1992_02
Patent number
US05086055

Reaction notes

Loading…