HCID 67427227, compound → 2-Phenyl-5-ethyl-oxazole-4-carboxylic acid

HRID 1510280Notes

Reaction equation

HRID 1510280 reaction equation
C([O:8][C:9]([C:11]1[N:12]=[C:13]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:14][C:15]=1[CH2:16][CH3:17])=[O:10])C1C=CC=CC=1>C(O)C.[Pd]>[CH2:16]([C:15]1[O:14][C:13]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:12][C:11]=1[C:9]([OH:10])=[O:8])[CH3:17]

Participants

4

Reactant 1

HCID 67427227HCID 67427227, compound

Product 1

HCID 150939472-Phenyl-5-ethyl-oxazole-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 5-ethyl-2-phenyl-oxazole-4-carboxylic acid benzyl ester (1 g, 3.25 mmol) in 30 mL of ethanol was hydrogenated at 30 psi with 10% Pd/C (200 mg) at room temperature for two hours. The reaction mixture was filtered through a celite plug, evaporated and placed under high vacuum to give 5-ethyl-2-phenyl-oxazole-4-carboxylic acid, that was used without further purification. LCMS calcd for C12H11NO3 (m/e) 217, obsd 218 (M+H).

Workup

  1. filtrationThe reaction mixture was filtered through a celite plug
  2. customevaporated

Sources & evidence

ORD record
ord-78b5be3a815642dd9c05dad4911a088e
Source dataset
uspto-grants-2012_07
Patent number
US08211914B2

Reaction notes

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