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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878774Generated: October 31, 2026

Methanol → HCID 68290013, compound

https://huagongshe.com/reaction/878774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl 4-(cyclobutyldifluoromethyl)benzoateHCID 69437235—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68290013HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987445B2
Source datasetuspto-grants-2015_03
ORD IDord-acbebdb563bf4f3ebf18d0db0d05a71a
Source noteuspto-grants-2015_03