HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-Propenoic acid, 3-(2-methylphenyl)-, methyl ester, (2E)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 3-(2-Methylphenyl)prop-2-enoic acid | HCID 98306 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Propenoic acid, 3-(2-methylphenyl)-, methyl ester, (2E)- | HCID 10176349 | 98.2% |
Reaction Steps
To 2-methylcinnamic acid (100 g; 617 mmol) in 1.2L of DMF was added DBU (112.6 g; 740 mmol) and 15 min later methyl iodide (131.3 g; 925 mmol) and left overnight. The solution was diluted in ether and washed with HCl (10%), H2O and brine. The solvent was removed to give 106.8 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06242493B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-0af96d35bd824cada2a2c12c097024eb |
| Source note | uspto-grants-2001_06 |