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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425152Generated: October 26, 2026

3-Chloro-2-methyl-1-propene → tert-Butyl 4,4-dimethoxy-3-[(2-methyl-2-propen-1-yl)oxy]piperidine-1-carboxylate

https://huagongshe.com/reaction/1425152

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-2-methyl-1-propeneHCID 11241—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylateHCID 11425480—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 4,4-dimethoxy-3-[(2-methyl-2-propen-1-yl)oxy]piperidine-1-carboxylateHCID 8671235676.9%

Reaction Steps

The same operation as in Example (90a) was performed using tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate (5.2 g, 20 mmol), sodium hydride (55% content, 1.31 g, 30 mmol), 3-chloro-2-methyl-1-propene (3.63 g, 40 mmol) and DMF (50 mL). The residue was purified by column chromatography (elution solvent: hexane/ethyl acetate=10/1, 4/1, 2/1) to obtain 4.85 g of the title compound as a colorless oily substance (77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-355cef040fea4d08b5768a3025a61395
Source noteuspto-grants-2015_01