Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 19858587 | HCID 19858587 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 19858589 | HCID 19858589 | 77.4% |
Reaction Steps
To a suspension of 3-[5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrophenylamino]butyric acid (2.50 gm, 5.97 mmol) in 50 ml toluene cooled to 0° C. was added triethylamine (0.83 ml, 5.97 mmol). Methyl chloroformate (0.51 ml, 6.57 mmol) was added. After 1 hour the reaction was warmed to room temperature, an excess of methanol was added and the mixture was allowed to stir overnight. The reaction mixture was diluted with water, ether extracted, shaken with brine and dried (MgSO4) filtered and concentrated under vacuum. The resulting viscous oil was purified by column chromatography, silica gel, 40% ether/hexane to afford 2 gm of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04913729 |
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| Source dataset | uspto-grants-1990_04 |
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| ORD ID | ord-a8701ba6287a48a6b056b440a6ed5066 |
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| Source note | uspto-grants-1990_04 |
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