Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3,4-Dimethyl-2-nitrobenzoic acid | HCID 11171559 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58524150 | HCID 58524150 | — |
Reaction Steps
A solution of 3,4-dimethyl-2-nitrobenzoic acid (13 g) and thionyl chloride (11.8 g) in toluene (100 ml) was refluxed for 4 h. The reaction mixture was cooled at 0° C., treated with methanol (15 ml) and the solvent was removed under vacuum. The reaction mixture was treated water (50 ml) and extracted with ethyl acetate (3×50 ml). The combined organic layers were dried over sodium sulfate and concentrated to give methyl 3,4-dimethyl-2-nitrobenzoate (10 g). 1H-NMR (400 MHz, CDCl3): 2.19 (s, 3H), 2.38 (s, 3H), 3.87 (s, 3H), 7.25 (d, 1H), 7.79 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859592B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-43f000fcb124444bafb5e0500ea81acf |
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| Source note | uspto-grants-2014_10 |
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