Sodium Carbonate → HCID 20814258, compound

HRID 896092Notes

Reaction equation

HRID 896092 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].Cl[C:17]([O:19][CH2:20][CH3:21])=[O:18].C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[CH2:20]([O:19][C:17]([N:13]1[CH2:12][CH2:11][N:10]([C:8]2[CH:7]=[CH:6][C:3]([CH:4]=[O:5])=[C:2]([Cl:1])[CH:9]=2)[CH2:15][CH2:14]1)=[O:18])[CH3:21]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10928Ethyl chloroformateHCID 22349597HCID 22349597, compound

Product 1

HCID 20814258HCID 20814258, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Chloro-4-(1-piperazinyl)benzaldehyde (4) (560 mg; 2.5 mmol) is dissolved in THF (20 ml), ClCO2Et (500 mg; 4.5 mmol) and 2N Na2CO3 (20 ml) added and the reaction mixture stirred at room temperature for 20 min. The mixture is extracted with TBME three times, the combined organic phases are dried over Na2SO4 and evaporated to dryness yielding the title compound as white crystals (700 mg; 94%).

Workup

  1. extractionThe mixture is extracted with TBME three times
  2. dry with materialthe combined organic phases are dried over Na2SO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-3c92a3e59edf4f14948b7eb027366932
Source dataset
uspto-grants-2005_07
Patent number
US06919336B2

Reaction notes

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