Hydrochloric Acid → HCID 23435638, compound

HRID 2120869Notes

Reaction equation

HRID 2120869 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-4df82cfd2ce6484aadaba30302bec59e
Source dataset
uspto-grants-2004_02
Patent number
US06693108B2

Reaction notes

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