Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | Ethyl 3-methoxy-5-methylphenylacetate | HCID 22600115 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 22600129 | HCID 22600129 | 60.5% |
Reaction Steps
To a solution of ethyl 3-methoxy-5-methylphenylacetate (3.0 g; 14 mmol; from step (iv) above) and ethyl formate (1.9 g; 26 mmol) in ether (75 mL) was added Na (0.39 g; 17 mmol) in small lumps. The solution was cooled to 0° C. and EtOH (abs.; 0.24 mL) was then added. To the resulting slurry was added ether (100 mL), EtOH (5 mL) and water until the slurry was dissolved. The aqueous phase was collected, acidified to pH 2 (HCl/aq) and extracted with ether. The organic phase was washed with NaHCO3/aq, dried (Na2SO4), and evaporated to yield 2 g (59%) of the sub-title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06255301B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-78b3fb1463b6449f98aab414f490ad25 |
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| Source note | uspto-grants-2001_07 |
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