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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422293Generated: October 30, 2026

Imidazole → (3S)-3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)morpholine

https://huagongshe.com/reaction/1422293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(R)-3-HydroxymethylmorpholineHCID 1514269—
SolventDichloromethaneHCID 6344—
Product(3S)-3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)morpholineHCID 2230911992%

Reaction Steps

(3R)-Morpholine-3-methanol (84.8 mg, 0.72 mmol), t-butyldimethylchlorosilane (0.11 g, 0.72 mmol), and imidazole (59.1 mg, 0.87 mmol) were allowed to react in 1 mL of dichloromethane at room temperature for 2 hours. The reaction product was purified by silica gel chromatography (dichloromethane:methanol:acetone=15:1:0.5) to obtain (3S)-3-(t-butyldimethylsilyloxy)methylmorpholine (0.15 g, 92%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06080859
Source datasetuspto-grants-2000_06
ORD IDord-25447737ee9c4805933f431f70e30a96
Source noteuspto-grants-2000_06