Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl chloroacetate | HCID 66052 | — |
| Reactant | Methyl 3-formyl-2-hydroxybenzoate | HCID 345559 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20043642 | HCID 20043642 | 52.7% |
Reaction Steps
A mixture of 3.0 g of methyl 3-formyl-2-hydroxybenzoate, 3.31 g of t-butyl chloroacetate, 12.0 g of potassium carbonate and 40 ml of dimethylformamide is heated at 70° C. for 2.5 hours. After cooling, the reaction mixture is poured into water and the aqueous mixture is extracted with ethyl acetate. The extract is washed with an aqueous saturated sodium chloride solution, dried and evaporated to remove solvent. The residue is dissolved in trifluoroacetic acid and the solution is stirred at room temperature for 30 minutes. The reaction mixture is concentrated under reduced pressure and the residue is treated with ether to give 2.09 g of (2-methoxycarbonyl-6-formylphenoxy)acetic acid as pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04829067 |
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| Source dataset | uspto-grants-1989_05 |
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| ORD ID | ord-baf6f164c562429993615a573d946bf1 |
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| Source note | uspto-grants-1989_05 |
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