Sodium Carbonate → HCID 59091445, compound

HRID 1166802Notes

Reaction equation

HRID 1166802 reaction equation
C([O:3][C:4]1(OCC)[CH2:9][CH2:8][N:7]([C@H:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH3:11])[C@H:6]([CH2:18][N:19]2[C:23](=[O:24])[C:22]3=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]3[C:20]2=[O:29])[CH2:5]1)C.C(=O)([O-])[O-].[Na+].[Na+]>FC(F)(F)C(O)=O.O>[O:3]=[C:4]1[CH2:9][CH2:8][N:7]([C@H:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH3:11])[C@H:6]([CH2:18][N:19]2[C:23](=[O:24])[C:22]3=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]3[C:20]2=[O:29])[CH2:5]1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 59091449HCID 59091449, compound

Product 1

HCID 59091445HCID 59091445, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 22392675Trifluoroacetic acid waterSolvent

Procedure

4,4-Diethoxy-1-(1-(S)-phenyl-ethyl)-2-(S)-phthalimidomethyl-piperidine (4.0 g, 9.2 mmol) was dissolved in a mixture of trifluoroacetic acid/water (9:1) (100 ml) at 0° C. and stirred for 2 hours at this temperature. The mixture was basified with half saturated aqueous sodium carbonate, extracted with ethyl acetate and dried (MgSO4) for 2 hours and filtered. The solvent was removed in vacuo and the residue was left in a vacuum own at 40° C. for two days, which afforded 3.23 g (98%) of 4-oxo-1-((S)-1-phenyl-ethyl)-2-(S)-phthalimidomethyl-piperidine as a solid.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried (MgSO4) for 2 hours
  3. filtrationfiltered
  4. customThe solvent was removed in vacuo
  5. waitthe residue was left in a vacuum own at 40° C. for two days

Sources & evidence

ORD record
ord-046cbfcb1ee54edc85375889513157f2
Source dataset
uspto-grants-2003_09
Patent number
US06613903B2

Reaction notes

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