HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl (3-benzyloxy-5-trifluoromethylthien-2-yl)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylate | HCID 2759855 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl (3-benzyloxy-5-trifluoromethylthien-2-yl)-carboxylate | HCID 11278508 | 64% |
Reaction Steps
A mixture of 5B (5.0 g) and dimethylformamide (50 ml) is treated with sodium hydride (1.06 g). Benzylbromide (3.15 ml) was slowly added to the resulting reaction mixture and stirred at room temperature for 20 hours. The --reaction mixture was poured into water. The mixture was extracted with diethyl ether twice. The combined organic phases were washed with water, dried and concentrated in vacuo. The crude product was chromatographed (hexane / dichloromethane, 1/1) to give the product as a white solid (4.5 g, 64 %) with a melting point of 52-53.5 ° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06130188 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-9d5391149f3a477c888c675c515f2d30 |
| Source note | uspto-grants-2000_10 |