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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732659Generated: October 30, 2026

Sodium hydride → HCID 68912174, compound

https://huagongshe.com/reaction/732659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
ReactantHCID 18713552HCID 18713552—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 23397015HCID 23397015—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68912174HCID 68912174—

Reaction Steps

Ethyl 1-benzyl-4-methylpyrrolidine-3-carboxylate synthesized in accordance with the method of International Patent Publication WO 2000/15611 was reduced with lithium aluminum hydride in accordance with the method of International Patent Publication WO 2000/59502. Tert-butyldiphenylchlorosilane was added to a THF solution of the thus obtained (1-benzyl-4-methylpyrrolidin-3-yl)methanol, sodium hydride was added thereto under ice-cooling, and the mixture was stirred at room temperature for 2Hours. Thereafter, its work-up and purification were carried out in the standard method to obtain 1-benzyl-3-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-methylpyrrolidine. AP: 444.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585886B2
Source datasetuspto-grants-2009_09
ORD IDord-b3e557903c4c46179d1678bea5bac605
Source noteuspto-grants-2009_09