HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Tert-butyl-7-[2-(5-methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethoxy]chromane-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butyl 7-hydroxychromane-3-carboxylate | HCID 59832111 | — |
| Reactant | 2-(5-Methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethyl methanesulfonate | HCID 86760740 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl-7-[2-(5-methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethoxy]chromane-3-carboxylic acid | HCID 69279798 | — |
Reaction Steps
2-(5-methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethyl methanesulfonate (947 mg, 3.3 mmol), tert-butyl 7-hydroxychromane-3-carboxylate (750 mg, 3 mmol) and potassium carbonate (1.24 g, 9 mmol) were mixed in CH3CN and refluxed under N2 atmosphere overnight. After the completion of the reaction (TLC), the reaction mixture was cooled to room temperature and diluted with 30 ml of diethyl ether and passed through a small pad of silica. Silica was washed with 100 ml of ether and the ether solution was evaporated to give the product which was purified by column chromatography on silica using ethyl acetate and hexanes as eluent (699 mg, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446127B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-851904e3997046e49449dfc1c85d22fa |
| Source note | uspto-grants-2008_11 |