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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80318Generated: October 27, 2026

Potassium Iodide → 1-(Diphenylmethyl)pyrrolidine

https://huagongshe.com/reaction/80318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantChlorodiphenylmethaneHCID 7035—
ReactantPyrrolidineHCID 31268—
ReactantSodium BicarbonateHCID 516892—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
Product1-(Diphenylmethyl)pyrrolidineHCID 24501261.4%

Reaction Steps

Chlorodiphenylmethane (0.50 g, 2.47 mmol) (Wako Pure Chemical Industries, Ltd.), pyrrolidine (0.53 g, 7.45 mmol) (Tokyo Chemical Industry Co., Ltd.), and potassium iodide (0.10 g, 0.60 mmol) (Wako Pure Chemical Industries, Ltd.) were added to acetonitrile (20 mL) (Wako Pure Chemical Industries, Ltd.), and the mixture was refluxed for 2 hours. The mixture was allowed to cool to room temperature. After that, a saturated aqueous solution of sodium hydrogen carbonate (Wako Pure Chemical Industries, Ltd.) was added to the reaction solution, and mixture was extracted with ethyl acetate (Wako Pure Chemical Industries, Ltd.). The organic layer was dried with anhydrous sodium sulfate (Wako Pure Chemical Industries, Ltd.), and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography (chloroform (Wako Pure Chemical Industries, Ltd.):methanol (Wako Pure Chemical Industries, Ltd.)=99:1 as an eluent), to thereby obtain the title compound (0.36 g, 61% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846012B2
Source datasetuspto-grants-2014_09
ORD IDord-538c707c4b594608ab700e0bee2c52fc
Source noteuspto-grants-2014_09