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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407755Generated: October 31, 2026

Methyl iodide → Tert-butyl 4-(azidomethyl)-4-methoxypiperidine-1-carboxylate

https://huagongshe.com/reaction/2407755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-(azidomethyl)-4-hydroxypiperidine-1-carboxylateHCID 47002967—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 4-(azidomethyl)-4-methoxypiperidine-1-carboxylateHCID 58504149—

Reaction Steps

To a solution of the compound prepared in Example 256 (0.123 g) in tetrahydrofuran (1.5 mL) was added sodium hydride (0.057 g) and iodomethane (0.089 mL) at room temperature. The mixture was stirred at room temperature overnight and then diluted with water and ethyl acetate. The organic layer was dried, evaporated in vacuo and purified by column chromatography on silica gel (5% methanol in dichloromethane) to obtain the title compound (0.071 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809538B2
Source datasetuspto-grants-2014_08
ORD IDord-dfec709bf44246fba9eb05b7a7b5565b
Source noteuspto-grants-2014_08