HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 58765814, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 69056857 | HCID 69056857 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 58765814 | HCID 58765814 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
1-[4-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-propan-1-one (0.68 g, 2.4 mmol) and tetrahydrofuran (5 mL) are stirred at 0° C. Lithium borohydride (0.14 g, 6.36 mmol) is added and the mixture is stirred 10 min at 0° C., and 30 min at room temperature. The mixture is diluted with 1M aqueous hydrochloric acid and washed with ethyl acetate (three 50 mL portions). The organic washes are dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue is purified over silica eluting with 8:2 hexanes:ethyl acetate to 1:1 hexanes ethyl acetate to afford 1-[4-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-propan-1-ol as an ivory solid, 0.69 g, 100%. MS (M++1)286.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528160B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-ae550fdcf835471c8011f53349bd456a |
| Source note | uspto-grants-2009_05 |