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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041575Generated: November 2, 2026

2-(tert-Butyldimethylsilyloxymethyl)-5-(1-hydroxy-3-methyl-butyl)-pyridine → 2-(tert-Butyldimethylsilyloxymethyl)-5-(3-methyl-butyryl)-pyridine

https://huagongshe.com/reaction/2041575

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(tert-Butyldimethylsilyloxymethyl)-5-(1-hydroxy-3-methyl-butyl)-pyridineHCID 57656529—
CatalystHCID 178418406HCID 178418406—
Solvent1,4-DioxaneHCID 31275—
Product2-(tert-Butyldimethylsilyloxymethyl)-5-(3-methyl-butyryl)-pyridineHCID 57656164100%

Reaction Conditions

Temperature70 °C

Reaction Steps

Add manganese dioxide (1.32 g) to a stirred solution of 2-(tert-butyldimethylsilyloxymethyl)-5-(1-hydroxy-3-methyl-butyl)-pyridine (330 mg, 1.066 mmol) in anhydrous 1,4-dioxane (30 mL). Heat the mixture to 70° C. overnight. Cool the reaction mixture to room temperature, filter through Celite® and wash with EtOAc. Concentrate the filtrate in vacuo to provide the desired intermediate as oil (327 mg, 100%). GC-MS m/z: 307 (M+.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580780B2
Source datasetuspto-grants-2013_11
ORD IDord-7fe06885d9b84d9b93af96cca6611874
Source noteuspto-grants-2013_11