Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 23147512 | HCID 23147512 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 23147631 | HCID 23147631 | 126.6% |
Reaction Steps
The above-obtained 2-(carboxymethyl)-3-ethyl-4,6-bis(methoxymethoxy)benzoic acid (0.38 g, 1.2 mmol) was dissolved in toluene (20 mL) and the obtained solution was added with acetic anhydride (0.20 mL, 2.1 mmol), followed by stirring at 100° C. for 4 hours. The reaction mixture was added with water and then extracted with diethylether 3 times. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. Then, the solvent was evaporated under reduced pressure and the obtained residue was dissolved in methanol (20 mL). The obtained solution was added with sodium methoxide (0.22 g, 4.2 mmol) and stirred at a room temperature for 7 hours. After adding water, the reaction mixture was extracted with ethyl acetate 3 times. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. Then, the solvent was evaporated under reduced pressure to obtain 3-ethyl-2-(methoxycarbonylmethyl)-4,6-bis(methoxymethoxy)benzoic acid (0.52 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07781485B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-fa6c513bef814edcbe3e3d3a82aa974b |
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| Source note | uspto-grants-2010_08 |
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