Hydrochloric Acid → HCID 22316772, compound

HRID 2086667Notes

Reaction equation

HRID 2086667 reaction equation
[O:1]1[CH:5]=[C:4]([C:6]2[CH:11]=[CH:10][C:9]([C:12](=[O:14])[CH3:13])=[CH:8][CH:7]=2)[N:3]=[CH:2]1.[F:15][C:16]([F:23])([F:22])[C:17](OCC)=[O:18].C[O-].[Na+].Cl>C(OC)(C)(C)C>[F:15][C:16]([F:23])([F:22])[C:17](=[O:18])[CH2:13][C:12]([C:9]1[CH:8]=[CH:7][C:6]([C:4]2[N:3]=[CH:2][O:1][CH:5]=2)=[CH:11][CH:10]=1)=[O:14]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 9794Ethyl trifluoroacetateHCID 10942334Sodium MethoxideHCID 22316761HCID 22316761, compound

Product 1

HCID 22316772HCID 22316772, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

To a stirred solution of 1-[4-(1,3-oxazol-4-yl)phenyl]-1-ethanone (256 mg, 1.37 mmol), ethyl trifluoroacetate (214 mg, 1.51 mmol) in t-butylmethylether (22 ml) was added sodium methoxide (28 wt. % solution in methanol; 0.4 ml, 1.67 mmol) over 5 minutes, and the mixture was stirred for 20 hours. The mixture was made neutral by addition of 2N HCl, and the whole was extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was used for next reaction without further purification. (433 mg, 99% yield).

Workup

  1. extractionthe whole was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was used for next reaction without further purification

Sources & evidence

ORD record
ord-2b827e0f89cb40eea12afad52857bf3b
Source dataset
uspto-grants-2004_04
Patent number
US06727238B2

Reaction notes

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