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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1374627Generated: November 1, 2026

Sulfuric Acid → HCID 12218643, compound

https://huagongshe.com/reaction/1374627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
Reactant1-NaphthaleneacetonitrileHCID 8596—
ReactantSodium hydrideHCID 24758—
SolventEthyl AcetateHCID 8857—
ProductHCID 12218643HCID 12218643—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 16.7 g (100 mmol) of 1-naphthylacetonitrile in 200 m of DMF and 15 ml (240 mmol) of methyl iodide is mixed at 0° C. with 10.4 g (260 mmol) of sodium hydride (addition within 2.5 hours). The batch is stirred for 3 hours at 0° C. and for 18 hours at 25° C. It is mixed with ice and ethyl acetate. The organic phase is acidified with 10% H2SO4, washed three times with water, dried (NaSO4) and concentrated by evaporation in a vacuum. A large-scale purification is carried out by bulb tube distillation (boiling range 60–130° C.) in an oil pump vacuum; yield: 18.8 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07166592B2
Source datasetuspto-grants-2007_01
ORD IDord-8e794ce147f44760b7f38edc223b5da7
Source noteuspto-grants-2007_01