HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 2-(4-methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Butene, 1-bromo-3-methyl- | HCID 70092 | — |
| Reactant | Ethyl 2-(3-hydroxy-4-methylphenylamino)oxazole-4-carboxylate | HCID 68491443 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Ethyl 2-(4-methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazole-4-carboxylate | HCID 68490366 | 30% |
Reaction Steps
Following the general procedure for O-alkylation, Method A, a mixture of ethyl 2-(3-hydroxy-4-methylphenylamino)oxazole-4-carboxylate (118 mg, 0.45 mmol) and K2CO3 (68 mg, 0.50 mmol) in acetone (4.5 mL) was treated with 4-bromo-2-methyl-2-butene (0.063 mL, 0.54 mmol) at 60° C. Reaction control by TLC showed full conversion after 4 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 7/3) in 30% yield (45 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018209B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-16e39841f6774fcc850ea9da9deac287 |
| Source note | uspto-grants-2015_04 |