Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 71278892 | HCID 71278892 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 71278795 | HCID 71278795 | 89% |
Reaction Steps
The synthesis was performed with reference to the known literature (Bioorganic & Medicinal Chemistry Letters, Vol. 17, p. 6354, 2007). Methyl 5-methoxy-2-(2-methoxy-2-oxoethoxy)-3-methylbenzoate (4.9 g, 18.3 mmol) was added with methanol (30 mL), and water (10 mL), and then added with sodium hydroxide (2.2 g, 55 mmol), and the mixture was stirred at 55° C. for 2 hours. The solvent was evaporated under reduced pressure, the residue was made acidic with 3 N hydrochloric acid, and then extracted with ethyl acetate, and the organic layer was washed successively with water and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the solid formed was dried to obtain 2-(carboxymethoxy)-5-methoxy-3-methylbenzoic acid (3.9 g, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156827B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-ed2065a50e244ed8b2590dfdec84ff01 |
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| Source note | uspto-grants-2015_10 |
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