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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247375Generated: October 31, 2026

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

https://huagongshe.com/reaction/2247375

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 numberUS07687637B2
Source datasetuspto-grants-2010_03
ORD IDord-978c12a83afb4b039bba03ffc6d4244a
Source noteuspto-grants-2010_03