Diethyl Ether → HCID 57497166, compound

HRID 2409210Notes

Reaction equation

HRID 2409210 reaction equation
C[Mg+].[Br-].[CH2:4](OCC)C.CON(C)[C:12]([C:14]1[N:15]=[C:16]([CH3:23])[O:17][C:18]=1[C:19]([F:22])([F:21])[F:20])=[O:13]>>[CH3:23][C:16]1[O:17][C:18]([C:19]([F:20])([F:21])[F:22])=[C:14]([C:12](=[O:13])[CH3:4])[N:15]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 58082769HCID 58082769, compoundHCID 178418689HCID 178418689, compound

Product 1

HCID 57497166HCID 57497166, compoundYield 63.7%

Procedure

To a solution of MeMgBr in diethyl ether (3 M, 0.63 ml, 1.89 mmole) was added at 0° C. a solution of 2-methyl-5-trifluoromethyl-oxazole-4-carboxylic acid methoxy-methyl-amide (300 mg, 1.26 mmole) and stirring was continued at 22° C. for 1 h. The mixture was washed with 1 M aqueous HCl and H2O, the organic layer was dried, evaporated and the residue purified by chromatography on silica gel using cyclohexane/AcOEt (4:1) to give the title compound (155 mg) as a colorless oil. MS: m/z=193 [M]+.

Workup

  1. washThe mixture was washed with 1 M aqueous HCl and H2O
  2. customthe organic layer was dried
  3. customevaporated
  4. customthe residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-0f326ab4f26941d980335b1cb6303015
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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