HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl chlorophosphate → HCID 178490193, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl chlorophosphate | HCID 13139 | — |
| Reactant | Isoferulic Acid | HCID 736186 | — |
| Reactant | 3-Acetoxy-4-methoxycinnamic acid | HCID 53897499 | — |
| Reactant | HCID 178461400 | HCID 178461400 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 178490193 | HCID 178490193 | 76.1% |
Reaction Steps
Using 5.9 g of 3-acetoxy-4-methoxycinnamic acid derived from isoferulic acid by the acetylation thereof, 4.34 ml of diethyl chlorophosphate, 8.35 ml of triethylamine, 500 ml of methylene chloride, 3.74 g of trans-4-methylcyclohexylammonium chloride, and 0.18 g of 4-dimethylaminopyridine, a reaction similar to that conducted in Example 104 was carried out. As a result, 6.3 g of N-(trans-4-methylcyclohexyl)-3-acetoxy-4-methoxycinnamamide (a compound of the present invention) was obtained as white crystal, which had the following physiochemical properties: Proton nuclear magnetic resonance spectrum (δ ppm in CDCl3):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05344845 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-ea2dce3d42604193832f9fb199082ded |
| Source note | uspto-grants-1994_09 |