HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86658158, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 67434381 | HCID 67434381 | — |
| Catalyst | Tetrabutylammonium Chloride | HCID 70681 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86658158 | HCID 86658158 | — |
Reaction Steps
A solution of tetrabutylammonium chloride (1 M in THF, 2.25 ml) is slowly added to a solution of crude 5-(3,5-dichloro-phenyl)-5-trifluoromethyl-3-(4-trimethylsilanylethynyl-naphthalen-1-yl)-4,5-dihydro-isoxazole (step A) in THF (25 ml) at 5° C. After 3 hours at 5° C. a saturated solution of ammonium chloride and ethyl acetate are added. The organic phase is washed with a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 5-(3,5-dichloro-phenyl)-3-(4-ethynyl-naphthalen-1-yl)-5-trifluoromethyl-4,5-dihydro-isoxazole as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377942B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-0b3a449c1e284263b18e7a4ce8a77dcf |
| Source note | uspto-grants-2013_02 |