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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 477050Generated: October 30, 2026

Water → HCID 14769997, compound

https://huagongshe.com/reaction/477050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,2,2-TrifluoroethanolHCID 6409—
ReactantSodium hydrideHCID 24758—
ReactantHCID 19837307HCID 19837307—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
ProductHCID 14769997HCID 1476999757%

Reaction Conditions

Temperature120 °C

Reaction Steps

In a stream of nitrogen, 2.0 ml of 2,2,2-trifluoroethanol was added to 52.8 mg of sodium hydride, and then a solution of 140 mg of copper iodide and 922 mg of 4-(4-bromobenzyl)pyridine in 4 ml of N,N'-dimethylformamide was added. The mixture was stirred at a bath temperature of 120° C. for 3 hours. After the reaction, water was added to the reaction mixture, and it was extracted with ethyl acetate. The extract was washed with water, and the solvent was evaporated. 0.78 g of the residue was distilled under reduced pressure by using a Kugel-Rohr. When 574 mg (yield 57%) of a fraction having a boiling point of 150° C. (0.2 mmHg) was separated, 4-[4-(2,2,2-trifluoroethoxy)benzyl]pyridine was obtained as colorless crystals having a melting point of 51° to 53° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886822
Source datasetuspto-grants-1989_12
ORD IDord-039eee98b8224f49b3c3ceac1c0b23d6
Source noteuspto-grants-1989_12