Methyl iodide → 2-(2-Isopropyl-4-trifluoromethyl-phenyl)-3,4,4-trimethyl-4,5-dihydro-oxazol-3-ium iodide

HRID 659211Notes

Reaction equation

[CH:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[C:14]1[O:15][CH2:16][C:17]([CH3:20])([CH3:19])[N:18]=1)([CH3:3])[CH3:2].[I:21][CH3:22]>CC(C)=O>[I-:21].[CH:1]([C:4]1[CH:9]=[C:8]([C:10]([F:12])([F:13])[F:11])[CH:7]=[CH:6][C:5]=1[C:14]1[O:15][CH2:16][C:17]([CH3:20])([CH3:19])[N+:18]=1[CH3:22])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 55 °C

Procedure

To a solution of 2-(2-isopropyl-4-trifluoromethyl-phenyl)-4,4-dimethyl-4,5-dihydro oxazole (step 1) (950 mg, 3.33 mmol) in 8.0 ml acetone was added) iodomethane (2.1 ml, 33.3 mmol). The mixture was heated in a 55° C. oil bath for 48 hours. The solvent was removed in vacuo. The solid was stirred in ether, filtered and dried to provide 1.27 g (89%) of the title compound as light yellow solid. MS (m/e): 300.4 (M).

Workup

customThe solvent was removed in vacuo
filtrationfiltered
customdried

Sources & evidence

ORD record: ord-e256a162fcbe497d9ab92c595958e0e3
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08080541B2

Reaction notes

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