Thionyl Chloride → 2-(chloromethyl)-1-(2,2,2-trifluoroethyl)-1H-imidazole hydrochloride
Reaction equation
O[CH2:2][C:3]1[N:4]([CH2:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][N:7]=1.S(Cl)([Cl:15])=O>>[ClH:15].[Cl:15][CH2:2][C:3]1[N:4]([CH2:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][N:7]=1Participants
3
Conditions
- Temperature
- 90 °C
Procedure
To 2-hydroxymethyl-1-(2,2,2-trifluoroethyl)imidazole (1.40 g) was added thionyl chloride (14 ml), and the mixture was heated for 30 minutes under nitrogen atmosphere at 90° C. The mixture was allowed to be at room temperature, the solvent was distilled off under reduced pressure and the obtained solid was washed with ethyl acetate, to give 2-chloromethyl-1-(2,2,2-trifluoroethyl)imidazole hydrochloride (1.63 g) as brown crystals.
Workup
- customto be at room temperature
- distillationthe solvent was distilled off under reduced pressure
- washthe obtained solid was washed with ethyl acetate
Sources & evidence
- ORD record
- ord-1b1df1f3a7874d369d3e8bc843ef27c9
- Source dataset
- uspto-grants-2007_08
- Patent number
- US07262185B2
Reaction notes
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