Sodium hydride → 4-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole

HRID 983605Notes

Reaction equation

HRID 983605 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3]1[N:4]=[CH:5][NH:6][CH:7]=1.[H-].[Na+].[CH3:12][Si:13]([CH2:16][CH2:17][O:18][CH2:19]Cl)([CH3:15])[CH3:14]>>[F:1][C:2]([F:9])([F:8])[C:3]1[N:4]=[CH:5][N:6]([CH2:19][O:18][CH2:17][CH2:16][Si:13]([CH3:15])([CH3:14])[CH3:12])[CH:7]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 178418921HCID 178418921, compound

Product 1

HCID 136002324-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole

Procedure

Reaction of 4-trifluoromethyl-1H-imidazole (301 mg, 2.21 mmol), 95% NaH (61 mg, 2.4 mmol), and SEMCl (406 mg, 2.44 mmol) gave the title compound as a brown oil that was used without further purification. 1H NMR (CDCl3) □0.00 (s, 9H), 0.93 (m, 2H), 3.51 (m, 2H), 5.30 (s, 2H), 7.39 (s, 1H), 7.64 (s, 1H).

Sources & evidence

ORD record
ord-e9e38798db334173a3ed431ebfe9b37b
Source dataset
uspto-grants-2005_03
Patent number
US06864265B2

Reaction notes

Loading…