HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-Cyanomethyl-2-fluoro-1-triphenylmethylimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 2-Fluoro-1-trityl-1H-imidazole-4-carbaldehyde | HCID 53779028 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-Cyanomethyl-2-fluoro-1-triphenylmethylimidazole | HCID 20432371 | — |
Reaction Steps
Examples 44, 45: Toluene-p-sulphonylmethyl isocyanide, dissolved in dimethoxyethane, was added to a suspension of potassium t-butoxide in the same solvent at -30°. The mixture was cooled to -50° and treated with a solution of 2-fluoro-4-formyl-1-triphenylmethylimidazole in THF plus dimethoxyethane. After 45 minutes, MeOH was added and the mixture heated under reflux briefly. Extractive work-up gave 4-cyanomethyl-2-fluoro-1-triphenylmethylimidazole, having the following n.m.r. spectrum in CDCl3 : 3.53 (s, 2H); 6.57 (s, 1H); 7.05-7.45 (m, 15H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04492692 |
| Source dataset | uspto-grants-1985_01 |
| ORD ID | ord-86fdfb5605f141c4a03f0b188a9cb941 |
| Source note | uspto-grants-1985_01 |