HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9939Generated: October 24, 2026
Butyl vinyl ether → 3-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-YL]-2-propenal
https://huagongshe.com/en/reaction/9939
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyl vinyl ether | HCID 8108 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | N-Methylformanilide | HCID 66737 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indole | HCID 736229 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-YL]-2-propenal | HCID 53395291 | 69% |
Reaction Steps
To a solution of N-methylformanilide (30 g), butyl vinyl ether (22.2 g) in 15 ml of acetonitrile under stirring at 5° C., a solution of bis-trichloromethylcarbonate (26.1 g) in 70 ml of acetonitrile is added dropwise in 80 min. The reaction mixture is kept under stirring at 5° C. overnight, then phosphorus oxychloride (31.4 g) is added dropwise in 30 minutes, then the reaction mixture is stirred at 5° C. for 15 minutes. 3-[3-(4-Fluorophenyl)-1-(1-Methylethyl)-1H-Indole (35.8 g) and acetonitrile (25 ml) are added. The mixture is warmed to 80° C. and kept under stirring for about 24 hours. The reaction mixture is worked up as described in Example 3b to give the product (69% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07091382B2 |
|---|
| Source dataset | uspto-grants-2006_08 |
|---|
| ORD ID | ord-3d53efdb7a5449338c2b2634ab6dd476 |
|---|
| Source note | uspto-grants-2006_08 |
|---|