Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2-chloro-5-nitrobenzoate | HCID 22754 | — |
| Reactant | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22731358 | HCID 22731358 | 98.1% |
Reaction Steps
To a solution of 35.3 g of methyl 3-hydroxybenzoate and 50.0 g of methyl 2-chloro-5-nitrobenzoate, dissolved in 400 ml of N,N-dimethylformamide, was added 48.1 g of anhydrous potassium carbonate. The mixture was stirred for 3 hours at 80° C. Water was added to the reaction mixture and the whole was extracted with ethyl acetate. The organic layer was washed with saturated brine, and was dried over anhydrous magnesium sulfate. The crude product obtained by removal of the solvent under reduced pressure was purified by recrystallization from methanol to yield 75.4 g of methyl 2-(3-methoxycarbonylphenoxy)-5-nitrobenzoate (melting point: 97-99° C.) (Reaction Scheme (27) described below).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06720424B1 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-50eca23c49164bf692d9ad2b79ddc9c1 |
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| Source note | uspto-grants-2004_04 |
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