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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215685Generated: October 31, 2026

3-(Cyclopentyloxy)-4-methoxyphenylacetonitrile → HCID 9857013, compound

https://huagongshe.com/reaction/2215685

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Cyclopentyloxy)-4-methoxyphenylacetonitrileHCID 10728228—
ReactantLithium bis(trimethylsilyl)amideHCID 57426343—
SolventTetrahydrofuranHCID 8028—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 9857013HCID 9857013124.5%

Reaction Conditions

Temperature-78 °C

Reaction Steps

2-(3-Cyclopentyloxy-4-methoxyphenyl)ethane nitrile (4.0 g) was dissolved in tetrahydrofuran (75 ml) under argon atmosphere, and a tetrahydrofuran solution (40.4 ml) of 1.0 M lithium hexamethyldisilazane was added dropwise thereto at −78° C., followed by stirring at −78° C. for 1 hour. The reaction mixture was diluted with a saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The extract was washed with water and saturated saline in this order, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1) to thereby obtain the title compound (3.05 g) having the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109342B2
Source datasetuspto-grants-2006_09
ORD IDord-be65253c590449b5aa92e7f9a4dc30dd
Source noteuspto-grants-2006_09