HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 5-(Methoxycarbonyl)-4-(trifluoromethyl)thiophene-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 2-Methyl-2-butene | HCID 10553 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Methyl 5-formyl-3-(trifluoromethyl)-2-thiophenecarboxylate | HCID 71742491 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(Methoxycarbonyl)-4-(trifluoromethyl)thiophene-2-carboxylic acid | HCID 68226602 | 100% |
Reaction Steps
To a solution of 5-Formyl-3-trifluoromethyl-thiophene-2-carboxylic acid methyl ester (2.05 g, 8.61 mmol) in dioxane (40 ml) was added 2-methyl-2-butene (9 ml) and a solution of Na2ClO2 (2.34 g, 25.92 mmol) and NaH2PO4 (2.82 g) in water (9 ml). The mixture was stirred at rt for 1.5 h. The solution was saturated with sodium chloride, then successively extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to afford the desired product (2.61 g, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404859B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-f62d040622314b56a8afd72512183921 |
| Source note | uspto-grants-2013_03 |