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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981097Generated: October 30, 2026

Methyl iodide → HCID 69707075, compound

https://huagongshe.com/reaction/981097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactanttrans-1-Benzyl-3-benzylmethylamino-4-hydroxypyrrolidineHCID 69706831—
ReactantHCID 178418361HCID 178418361—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69707075HCID 69707075—

Reaction Steps

17.3 g (58 mmol) of crude trans-1-benzyl-3-benzylmethylamino-4-hydroxy-pyrrolidine in 80 ml of absolute tetrahydrofuran are added dropwise to 2.8 g (93.3 mmol) of 80% strength sodium hydride in 40 ml of absolute tetrahydrofuran and the mixture is heated under reflux at the same time. When the evolution of hydrogen has ended, 8.7 g (61 mmol) of methyl iodide are added dropwise and the mixture is then heated under reflux overnight. It is poured into ice-water and extracted with toluene, the extracts are dried with K2CO3, and concentrated and the residue is distilled.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04990517
Source datasetuspto-grants-1991_02
ORD IDord-0aaf4874fd2546268378becee940bc4a
Source noteuspto-grants-1991_02