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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869855Generated: October 25, 2026

Sodium Cyanide → 2-(2,3-dihydro-1H-inden-5-yl)acetonitrile

https://huagongshe.com/reaction/869855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant5-(Chloromethyl)-2,3-dihydro-1h-indeneHCID 233149—
SolventDimethyl SulfoxideHCID 679—
Product2-(2,3-dihydro-1H-inden-5-yl)acetonitrileHCID 1481936897%

Reaction Steps

To a stirred solution of 5-(chloromethyl)-2,3-dihydro-1H-indene (90.0 g, 0.54 mol) in DMSO (500 ml) was added sodium cyanide (54.0 g, 1.08 mol) at 0° C. portion wise. The reaction mixture was then stirred at room temperature for 3 hours. The reaction was quenched with water (1000 ml), extracted with ethyl acetate (3×250 mL). The combined organic layers were washed with brine, dried over Na2SO4 and evaporated in vacuo to afford 2-(2,3-dihydro-1H-inden-5-yl)acetonitrile (82.2 g, 97%), that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969386B2
Source datasetuspto-grants-2015_03
ORD IDord-8c954c0aad1841aaaf9fa2433e0f5fe0
Source noteuspto-grants-2015_03