HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 2-(4-bromophenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Benzeneacetic acid, 4-bromo- | HCID 74654 | — |
| Reactant | 1,8-Diazabicyclo[5.4.0]undec-2-ene | HCID 9812821 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 2-(4-bromophenyl)acetate | HCID 316783 | 79.8% |
Reaction Steps
20 ml acetonitrile was added to 4-bromophenylacetic acid (2 g, 9.3 mmol) and 1,8-diazabicyclo[5.4.0]undec-2-ene (1.7 g, 11.2 mmol) was added at 0° C. Iodomethane (1.98 g, 14.0 mmol) was slowly dropped to the mixture and stirred for 2 hours at room temperature. After the reaction is complete, the mixture was extracted using water (100 ml×2) and dichloromethane (100 ml). The title compound (1.7 g, 75%) was obtained by column chromatography (ethylacetate/n-hexane, 1/15).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062066B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-8d1585e6987a4c46911c4318e2191c69 |
| Source note | uspto-grants-2015_06 |