HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → {5-[4-(Trifluoromethyl)phenyl]isoxazol-3-yl}methan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Ethyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate | HCID 22064085 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | {5-[4-(Trifluoromethyl)phenyl]isoxazol-3-yl}methan-1-ol | HCID 22064161 | 98.2% |
Reaction Steps
A solution of 13A (14.1 g, 49.4 mmol) in 3:1 THF/MeOH, was treated with NaBH4 (5.6 g, 148 mmol) at ambient temperature. The reaction was then stired for 3H, followed by concentrating in vacuo to about 50 mL, quenching with 2 M HCl, extract 1×150 mL EtOAC, dry (Na2SO4) and concentrate in vacuo to give 11.8 g of the title compound pure enough for subsequent use. MS m/z 244 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244763B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-08d78c0184ec4ad8a72d3eebea3a92e0 |
| Source note | uspto-grants-2007_07 |