Dichloromethane → 1-[2-(4,4-Diethylcyclohexyl)phenyl]piperazine

HRID 2218855Notes

Reaction equation

HRID 2218855 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH:20]2[CH2:25][CH2:24][C:23](C)(C)[CH2:22][CH2:21]2)[CH2:10][CH2:9]1)=O)(C)(C)C.F[C:29](F)(F)[C:30](O)=O.ClCCl.C(=O)([O-])[O-].[K+].[K+].[C:44](OCC)(=O)[CH3:45]>O>[CH2:44]([C:23]1([CH2:29][CH3:30])[CH2:22][CH2:21][CH:20]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH2:25][CH2:24]1)[CH3:45]

Participants

7

Reactant 5

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 59769380HCID 59769380, compound

Product 1

HCID 231417911-[2-(4,4-Diethylcyclohexyl)phenyl]piperazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 4-[2-(4,4-dimethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester (1.12 g, 2.80 mmol) produced in Example (38b), trifluoroacetic acid (10 mL, 130 mmol) and dichloromethane (10 mL) was stirred for 10 minutes at an external temperature of 0° C., and the temperature was raised to room temperature followed by stirring for 30 minutes. Potassium carbonate was then gradually added to the reaction mixture to make the mixture basic. Then, ethyl acetate and water were added and extraction was performed with ethyl acetate.

Workup

  1. temperaturethe temperature was raised to room temperature
  2. stirringby stirring for 30 minutes
  3. extractionextraction

Sources & evidence

ORD record
ord-389a145a18a9449b91f6bf105300a9d9
Source dataset
uspto-grants-2008_08
Patent number
US07410971B2

Reaction notes

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