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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992728Generated: October 31, 2026

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

https://huagongshe.com/reaction/1992728

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 numberUS07649095B2
Source datasetuspto-grants-2010_01
ORD IDord-498cc4dfcf7441d5b04419c99f8dac2a
Source noteuspto-grants-2010_01