Methyl iodide → 2-(2-Ethyl-3-methyl-4-trifluoromethyl-phenyl)-3,4,4-trimethyl-4,5-dihydro-oxazol-3-ium iodide
Reaction equation
[CH2:1]([C:3]1[C:8]([CH3:9])=[C:7]([C:10]([F:13])([F:12])[F:11])[CH:6]=[CH:5][C:4]=1[C:14]1[O:15][CH2:16][C:17]([CH3:20])([CH3:19])[N:18]=1)[CH3:2].[CH3:21][I:22]>[N+](C)([O-])=O.COC(C)(C)C>[I-:22].[CH2:1]([C:3]1[C:8]([CH3:9])=[C:7]([C:10]([F:12])([F:13])[F:11])[CH:6]=[CH:5][C:4]=1[C:14]1[O:15][CH2:16][C:17]([CH3:19])([CH3:20])[N+:18]=1[CH3:21])[CH3:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 70 °C
Procedure
To a solution of 837 mg (2.9 mmol) 2-(2-ethyl-3-methyl-4-trifluoromethyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole in 8 ml nitromethane were added 1.47 ml (23.5 mmol) methyl iodide and the mixture heated in a sealed tube to 70° C. for 18 h. The brown solution was diluted with tert-butyl methyl ether, the suspension filtered and the precipitate washed with tert-butyl methyl ether and dried. 2-(2-Ethyl-3-methyl-4-trifluoromethyl-phenyl)-3,4,4-trimethyl-4,5-dihydro-oxazol-3-ium iodide was obtained as colourless solid: MS (ISP): 300.1 (M+.).
Workup
- filtrationthe suspension filtered
- washthe precipitate washed with tert-butyl methyl ether
- customdried
Sources & evidence
- ORD record
- ord-6df70a98ed2943aaa77651b3be5e32ee
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09067911B2
Reaction notes
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