Hydrochloric Acid → HCID 23435638, compound

HRID 1375646Notes

Reaction equation

HRID 1375646 reaction equation
[CH2:1]1COCC1.[CH3:6][C:7]1[C:11]([CH:12]=[O:13])=[C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[O:9][N:8]=1.C[Mg]Br.Cl>C(OCC)(=O)C>[CH3:6][C:7]1[C:11]([CH:12]([OH:13])[CH3:1])=[C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[O:9][N:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 27765163-Methyl-5-phenyl-1,2-oxazole-4-carbaldehydeHCID 178418573HCID 178418573, compound

Product 1

HCID 23435638HCID 23435638, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To the THF solution of the above Compound 25 was slowly added 1.4 eq of methylmagnesium bromide at room temperature. The reaction mixture was stirred at r.t. for 1 h. To the reaction mixture was added ethyl acetate and 1N HCl. The organic phase was washed with brine and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the crude product, obtained in 96% yield, was used directly for the next step without purification.

Workup

  1. customat room temperature
  2. washThe organic phase was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4e953b1d6d904a9c8f0b5c9a55936c89
Source dataset
uspto-grants-2007_01
Patent number
US07169798B2

Reaction notes

Loading…