HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59305204, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 4-Piperidinemethanol | HCID 420771 | — |
| Reactant | 3-(3,5-Difluorophenyl)acrylic acid | HCID 522810 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59305204 | HCID 59305204 | 81% |
Reaction Steps
4-Piperidinemethanol (17.7 g, 1.0 eq.), 3,5-difluorocinnamic acid (28.3 g, 1.0 eq.) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP, 78.2 g, 1.15 eq.) were dissolved in dichloromethane (DCM, 700 mL). Triethylamine (TEA, 46.6 g, 3.0 eq.) was added and the resulting solution was stirred at room temperature overnight. LCMS showed 100% conversion. The reaction mixture was concentrated and purified via silica gel column eluting with 0-75% ethyl acetate in hexanes to afford the product as a white solid (35 g, 81%). MS (ES) m/e 282 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431590B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-b4c13832db254d739d2275280b664c88 |
| Source note | uspto-grants-2013_04 |