Water → HCID 22713179, compound

HRID 351559Notes

Reaction equation

HRID 351559 reaction equation
Br.Br.[CH:3]1([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.C(=O)(O)[O-].[K+].O.[C:27]([O:30][CH2:31]C)(=[O:29])[CH3:28]>CN(C)C=O>[CH:3]1([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:16][CH2:17][N:18]([CH2:10][CH2:9][C:3]4[CH:8]=[CH:7][C:28]([C:27]([O:30][CH3:31])=[O:29])=[CH:5][CH:4]=4)[CH2:19][CH2:20]3)=[CH:11][CH:10]=2)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 516893Potassium BicarbonateHCID 22713231HCID 22713231, compound

Product 1

HCID 22713179HCID 22713179, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

To a suspension of 1-(4-cyclohexylphenyl)piperazine dihydrobromide (2.5 g) and potassium bicarbonate (2.125 g) in N,N-dimethylformamide (6 ml) was added methyl 4-(2-chloroethylphenyl) benzoate (1.22 g) and stirred for 24 hours at 120° C. The reaction mixture was added to a mixture of water and ethyl acetate. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure to give methyl 4-[2-[4-(4-cyclohexylphenyl)-piperazin-1-yl]ethyl]benzoate (1.247 g).

Workup

  1. dry with materialdried over magnesium sulfate
  2. filtrationThe magnesium sulfate was filtered off
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8f38401f9abc44cfaa63d70b90fc7de9
Source dataset
uspto-grants-2004_06
Patent number
US06743776B2

Reaction notes

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