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Water → 4-Methyl-2-trifluoroacetyloxazole

HRID 2803
Notes
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Reaction equation

HRID 2803 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3](N1C=CN=C1)=[O:4].[CH3:12][C:13]1[N:14]=[C:15]([Si](C)(C)C)[O:16][CH:17]=1.O>C(OCC)C>[CH3:12][C:13]1[N:14]=[C:15]([C:3](=[O:4])[C:2]([F:11])([F:10])[F:1])[O:16][CH:17]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 737671-(Trifluoroacetyl)imidazoleHCID 131590734-Methyl-2-(trimethylsilyl)-1,3-oxazole

Product 1

HCID 189363124-Methyl-2-trifluoroacetyloxazole

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1-Trifluoroacetylimidazole (10 g) was added dropwise to 4-methyl-2-trimethylsilyloxazole (J. Chem. Soc., Chem. Commun., 1984, 258) (9.95 g) in diethyl ether (100 ml) at 0° C. under an atmosphere of dry nitrogen. The mixture was stirred overnight at room temperature. Water was added and the organic layer was separated, washed, dried and evaporated. Flash chromatography gave the title compound.

Workup

  1. customthe organic layer was separated
  2. washwashed
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-4117f1caea15466f91091f87c8c7eae4
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05731335

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes