Water → HCID 18700447, compound

HRID 2288954Notes

Reaction equation

HRID 2288954 reaction equation
O=[C:2]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:3][NH:4][C:5]([CH:7]1[CH2:12][CH2:11][N:10]([C:13](=[O:15])[CH3:14])[CH2:9][CH2:8]1)=[O:6].O.C([O-])(O)=O.[Na+]>OS(O)(=O)=O>[C:16]1([C:2]2[O:6][C:5]([CH:7]3[CH2:12][CH2:11][N:10]([C:13](=[O:15])[CH3:14])[CH2:9][CH2:8]3)=[N:4][CH:3]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 54189816HCID 54189816, compound

Product 1

HCID 18700447HCID 18700447, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A suspension of 1-acetyl-piperidine-4-carboxylic acid (2-oxo-2-phenyl-ethyl)-amide (1.1 g, 3.8 mmol), prepared as in Part A, in conc. H2SO4 (20 mL) is warmed to 65° C. for 1 h. The warm solution is poured into H2O (250 mL), which is neutralized with solid NaHCO3. This solution is extracted with EtOAc (2×200 mL) and the combined organic extracts are dried (MgSO4) and concentrated to afford 1-[4-(5-phenyl-oxazol-2-yl)-piperidin-1-yl]-ethanone as a clear oil.

Workup

  1. extractionThis solution is extracted with EtOAc (2×200 mL)
  2. dry with materialthe combined organic extracts are dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e802f051b8da4521a5810d4c7e79d524
Source dataset
uspto-grants-2000_07
Patent number
US06090825

Reaction notes

Loading…