HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-(2-Cyanovinyl)-2-fluoro-1-triphenylmethyl imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | 2-Fluoro-1-trityl-1H-imidazole-4-carbaldehyde | HCID 53779028 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-(2-Cyanovinyl)-2-fluoro-1-triphenylmethyl imidazole | HCID 53719604 | — |
Reaction Steps
Examples 15 and 16: Diethyl cyanomethylphosphonate was converted to its anion with sodium hydride in dimethoxyethane solution. An equal volume of DMF was added, followed by 2-fluoro-4-formyl-1-triphenylmethylimidazole. Reaction at room temperature gave 4-(2-cyanovinyl)-2-fluoro-1-triphenylmethyl imidazole. A suspension of this in MeOH was reduced by magnesium turnings to give 4-(2-cyanoethyl)-2-fluoro-1-triphenylmethylimidazole, having the following n.m.r. spectrum in CDCl3 : 2.71 (t, 4H); 6.42 (s, 1H); 7.1-7.4 (m, 15H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04492692 |
| Source dataset | uspto-grants-1985_01 |
| ORD ID | ord-120b4f44339c4d94b36c868e746a45ba |
| Source note | uspto-grants-1985_01 |