HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58047073, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | HCID 23090959 | HCID 23090959 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58047073 | HCID 58047073 | 87.4% |
Reaction Steps
To a solution of 4-(cyclopropylmethoxy)-2-fluorobenzoic acid (5.00 g, 23.8 mmol) in THF (100 mL) was added dropwise 1 M borane-THF solution (54.7 mL, 54.7 mmol), and the mixture was stirred at room temperature for 3 hr. To the reaction mixture was slowly added dropwise water (100 mL). To this solution was further added water, and the mixture was extracted with ethyl acetate. The extract was washed with 10% aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solution was purified by basic silica gel column chromatography (ethyl acetate), and the obtained residue was triturated with hexane to give the title compound (4.08 g, yield 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501804B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-75e688c87b004d30831f51b3ca7bb20c |
| Source note | uspto-grants-2013_08 |