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 with ether, and the combined organic phase was washed with NaHCO3/aq, HCl/aq and water, dried (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 | US06838478B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-1faf057a4e78411eb5088aa8cfed6e6e |
| Source note | uspto-grants-2005_01 |