Sodium Carbonate → HCID 67794159, compound

HRID 892887Notes

Reaction equation

HRID 892887 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15](=[O:33])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:9]1)=O)(C)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>FC(F)(F)C(O)=O.C(Cl)Cl.C(OCC)(=O)C>[C:15]([NH:14][CH:10]1[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]1)(=[O:33])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 67796012HCID 67796012, compound

Product 1

HCID 67794159HCID 67794159, compoundYield 91,198.703%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution 464 mg of 1-(t-butoxycarbonyl)-3-(oleoylamino)piperidine in 6 ml of 50% trifluoroacetic acid-methylene chloride was stirred at room temperature for 1 hour. After completion of the reaction, the solvent was distilled off. The residue obtained was dissolved in 20 ml of ethyl acetate. After adding saturated aqueous sodium carbonate solution to the solution to neutralize it, the organic layer was separated. The organic layer was washed with saturated saline, and dried over anhydrous sodium sulfate, followed by removal of the solvent therefrom by evaporation. The residue obtained was purified by silica gel column chromatography to obtain 332 g of the objective compound (yield: 91%).

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. customThe residue obtained
  4. customthe organic layer was separated
  5. washThe organic layer was washed with saturated saline
  6. dry with materialdried over anhydrous sodium sulfate
  7. customfollowed by removal of the solvent
  8. customby evaporation
  9. customThe residue obtained
  10. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e2d10ce918f440b285219ad60bd9b711
Source dataset
uspto-grants-1992_06
Patent number
US05120738

Reaction notes

Loading…