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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099529Generated: October 31, 2026

Toluene → HCID 11334515, compound

https://huagongshe.com/reaction/2099529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAcetonitrileHCID 6342—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86612724HCID 86612724—
CatalystTetrabutylammonium CyanideHCID 165872—
ProductHCID 11334515HCID 1133451577.4%

Reaction Conditions

Temperature65 °C

Reaction Steps

(3S)-1-Diphenylmethyl-3-mesyloxypyrrolidine (1.25 g) was dissolved in acetonitrile (1.75 mL). Tetrabutylammonium cyanide (1.87 g) was added to the solution, and the mixture was stirred at 65° C. for 12 hours. Saturated sodium hydrogencarbonate (7 mL) and toluene were added dropwise to the reaction mixture, whereby the organic layer was extracted. The organic layer was washed with water and then dried over sodium sulfate. The drying agent was removed through filtration, and the filtrate was concentrated under reduced pressure, to thereby yield crystals. The residue was subjected to silica gel chromatography, to thereby give the target compound (0.766 g, yield 77.4%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569599B2
Source datasetuspto-grants-2009_08
ORD IDord-1a32de4539854bbc975567146e1cabfe
Source noteuspto-grants-2009_08