Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092993Generated: November 1, 2026

Imidazole → 1-Benzhydryl-3-(tert-butyldiphenylsilyloxy)azetidine

https://huagongshe.com/reaction/1092993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
Reactant1-(Diphenylmethyl)azetidin-3-olHCID 330448—
SolventDimethylformamideHCID 6228—
Product1-Benzhydryl-3-(tert-butyldiphenylsilyloxy)azetidineHCID 17842412—

Reaction Steps

A stirred solution of 1-Benzhydrylazetan-3-ol (2.0 g, 8.4 mmol) in DMF (20 ml) at 0° C. is treated with imidazole (0.57 g, 8.4 mmol) and t-butylchlorodiphenyl silane (2.31 g, 8.4 mmol). The reaction mixture is allowed to warm up to room temperature and stirred overnight. The mixture is poured into water (250 ml) and extracted with EtOAc (3×100 ml). The combined organic extracts are washed with water (2×100 ml), brine (100 ml) and dried over MgSO4. The solvent is removed in vacuo to yield the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129541B2
Source datasetuspto-grants-2012_03
ORD IDord-e3cab940e2154c0a9282c003419ec02f
Source noteuspto-grants-2012_03