Potassium Carbonate → HCID 13591157, compound

HRID 65209Notes

Reaction equation

[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]([C:19]3[CH:20]=[CH:21][C:22]([O:28]CC4C=CC=CC=4)=[C:23]([CH:27]=3)[C:24]([NH2:26])=[O:25])=[O:18])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+]>>[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]([C:19]3[CH:27]=[C:23]([C:24]([NH2:26])=[O:25])[C:22]([OH:28])=[CH:21][CH:20]=3)=[O:18])[CH2:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 11430Potassium Carbonate

HCID 202339515-[5-(4-Phenyl-1-piperazinyl)valeryl]-2-benzyloxy-benzamide

Product 1

HCID 13591157HCID 13591157, compound

Procedure

1.7 Gram of this benzamide was liberated in an aqueous potassium carbonate solution, extracted with chloroform, dried over anhydrous sodium sulfate and concentrated. The thus-produced residue was dissolved in 50 ml of ethanol and then the solution was subjected to hydrogenolysis on 500 mg of 5% Pd - C. After the reaction was finished, the precipitated crystals were dissolved in hot methanol and the catalyst was filtered off. Then the solvent was distilled away and the residue was crystallized from ethanol to obtain 1.0 g of the titled compound. The characteristics of this compound were shown in Table 1. And, IR spectrum of this compound was shown in FIG. 1 of the accompanying drawings.

Workup

extractionextracted with chloroform
dry with materialdried over anhydrous sodium sulfate
concentrationconcentrated
dissolutionThe thus-produced residue was dissolved in 50 ml of ethanol
dissolutionthe precipitated crystals were dissolved in hot methanol
filtrationthe catalyst was filtered off
distillationThen the solvent was distilled away
customthe residue was crystallized from ethanol

Sources & evidence

ORD record: ord-16c96e6aed034a139101691ab96b3a77
Source dataset: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04613598

Reaction notes

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