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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512165Generated: October 30, 2026

Tetrahydrofuran → HCID 86716191, compound

https://huagongshe.com/reaction/512165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantLithium aluminum hydrideHCID 28112—
ReactantHCID 86716189HCID 86716189—
ProductHCID 86716191HCID 8671619149.2%

Reaction Steps

Into a round bottom flask was added 4,4-Difluoro-1-(4-methyl-imidazol-1-yl)-cyclohexanecarboxylic acid amide (99 mg, 0.39 mmol) and THF (10 mL, 100 mmol) at room temperature, to the reaction mixture was added lithium tetrahydroaluminate (365 mg, 9.62 mmol). The reaction was refluxed for 6 hours, before being quenched with water (0.4 ml), 2M NaOH (0.4 ml) and water (0.8 ml). The reaction mixture was filtered and cone. The residue was purified by flash column chromatography on silica gel (eluding w a mixture of 5% Et3N/10% MeOH185% AcOEt) to give the title compound (44 mg, 47%). 1H NMR (CDCl3 500 MHz): δppm 7.55 (s, 1H), 6.71 (s, 1H), 2.70 (s, 2H), 2.4-1.7 (m, 8H), 2.21 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102591B2
Source datasetuspto-grants-2015_08
ORD IDord-c791ffb802c04d8992383c941b48599d
Source noteuspto-grants-2015_08