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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2119426Generated: November 3, 2026

p-Toluenesulfonic acid → HCID 15839203, compound

https://huagongshe.com/reaction/2119426

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPotassium CyanideHCID 9032—
Reactant2,2-DiphenylpropiononitrileHCID 79677—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15839203HCID 1583920386.4%

Reaction Conditions

Temperature40 °C

Reaction Steps

42.3 g (0.201 mol of 2,2-diphenylpropionitrile [sic] were dissolved in 230 ml of THF, and 41.4 g (0.217 mol) of p-toluenesulfonic acid were added. Then 14.09 g (0.217 mol) of KCN in 60 ml of water were added dropwise. The mixture was then heated at 40° C. for 3 hours. The reaction mixture was concentrated to about 30% under reduced pressure, taken up in water and extracted three times with ethyl acetate. The combined organic phases were washed twice with sodium disulfite solution, dried with MgSO4 and concentrated under reduced pressure. The crude product was chromatographed on silica gel with n-heptane/ethyl acetate (20:1). 41.2 g (86%) of 2-hydroxy-3,3-diphenylbutyronitrile were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06686369B1
Source datasetuspto-grants-2004_02
ORD IDord-b87f53d694964e8fa907c0c3fecfdb4a
Source noteuspto-grants-2004_02