HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 60108854, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Carbonate | HCID 7766 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 21906747 | HCID 21906747 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60108854 | HCID 60108854 | 76% |
Reaction Steps
Then, 3-(4-(2-isopropyl-phenylsulfanyl)-3-trifluoromethyl-phenyl)-3-oxo-propionic acid ethyl ester 45 was prepared as follows. To a solution of compound 44 (11.5 g, 34.0 mmol) in THF (150 mL) was added 60% sodium hydride in mineral oil (1.84 g, 40.8 mmol). The mixture was stirred at room temperature for 10 minutes. Diethyl carbonate (46.5 mL, 340 mmol) was added and the mixture was heated under reflux for 2 hours. 10% HCl aq. (100 mL) was added and the solution was extracted with ethyl acetate (200 mL). The organic layer was separated, washed with brine (5×250 mL), dried over MgSO4 and filtered. The filtrate was concentrated on a rotor-vapor to give a brown oil 45 (10.6 g, 76%); MS (DCI) m/z 411 (M+H)+; 428 (M+NH4)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129247B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-ee304f1b15c34e04b1ce2ed2f14329c7 |
| Source note | uspto-grants-2006_10 |