HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl tropate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tropic acid | HCID 10726 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl tropate | HCID 239086 | 18% |
Reaction Steps
To a solution of tropic acid (5.0 g, 30 mmol) in toluene:CH2Cl2 (150 mL; 2:1) was added DBU (4.6 g; 30 mmol), followed by MeI (4.3 g; 30 mmol). The mixture was stirred overnight, water was added and the phases were allowed to separate. The water phase was extracted wit h ether, and the combined organic phase was washed with NaHCO3(aq, HCe/aq and water, dried was Na2SO4) and concentrated to yield 0.95 g (18%) of the sub-title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255301B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-fe02bfef8b80444ba8f9a70d43435926 |
| Source note | uspto-grants-2001_07 |