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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633536Generated: October 31, 2026

Sodium hydride → HCID 90416509, compound

https://huagongshe.com/reaction/633536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(4,4-Difluorocyclohexyl)methanolHCID 21184133—
ReactantHCID 90416744HCID 90416744—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90416509HCID 9041650983%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of (4,4-difluorocyclohexyl)methanol (0.156 g, 1.04 mmol) in anhydrous tetrahydrofuran (4.33 mL) under nitrogen was treated with sodium hydride (0.042 g, 1.040 mmol) at ambient temperature, stirred for 10 minutes, treated with the product from Example 17C (0.087 g, 0.26 mmol) and heated under nitrogen at 60° C. for 18 hours. The mixture was cooled and partitioned into ethyl acetate/water. The organic layer was washed with saturated aqueous sodium chloride, dried (anhydrous Na2SO4), filtered, and concentrated. Purification by chromatography (silica gel, 0-60% ethyl acetate in heptanes) afforded the title compound (0.1 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321764B2
Source datasetuspto-grants-2016_04
ORD IDord-b235236f591040ad9765bad099ecec6f
Source noteuspto-grants-2016_04