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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090565Generated: November 2, 2026

Dimethyl Sulfoxide → 2-(7-Methoxynaphthalen-1-yl)acetonitrile

https://huagongshe.com/reaction/2090565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantWaterHCID 962—
ReactantPotassium CyanideHCID 9032—
Reactant1-(Chloromethyl)-7-methoxynaphthaleneHCID 19967305—
Solventwater MeOtBuHCID 23212559—
Product2-(7-Methoxynaphthalen-1-yl)acetonitrileHCID 11264068—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of the compound obtained in Step B (100 g) in 30 ml/g of DMSO and 5 ml/g of water there are added 1.2 equivalents of potassium cyanide (37.8 g). The reaction mixture is heated to 65° C. and maintained at 65° C. for 3 hours. After returning to ambient temperature, an MTBE/water (1/1) binary system is added to the mixture. The aqueous phase is removed. The organic phase is washed several times with water and then with saturated NaCl solution. The solvents are distilled off and the title compound is obtained in a quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436206B2
Source datasetuspto-grants-2013_05
ORD IDord-4ebb4230462e4f0da21d9905b8dec6f3
Source noteuspto-grants-2013_05