HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68290013, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Ethyl 4-(cyclobutyldifluoromethyl)benzoate | HCID 69437235 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68290013 | HCID 68290013 | — |
Reaction Steps
To a solution of ethyl 4-[cyclobutyl(difluoro)methyl]benzoate (synthesized by the method of WO2005/032465, 140 mg, 0.55 mmol) in tetrahydrofuran (5 mL) and methanol (112 μL, 2.76 mmol) was added lithium borohydride (60 mg, 2.75 mmol) at 0° C. The mixture was stirred at room temperature for 3 hours, and then to the reaction solution was added water at 0° C., and the mixture was extracted with ethyl acetate three times. The organic layer was combined, washed with water and saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to give a crude {4-[cyclobutyl(difluoro)methyl]phenyl}methanol (111 mg) as a colorless oil. The resultant was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987445B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-acbebdb563bf4f3ebf18d0db0d05a71a |
| Source note | uspto-grants-2015_03 |