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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471770Generated: November 1, 2026

Methyl iodide → tert-Butyl 4-formyl-4-methylpiperidine-1-carboxylate

https://huagongshe.com/reaction/1471770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactanttert-Butyl 4-formylpiperidine-1-carboxylateHCID 1514430—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
Producttert-Butyl 4-formyl-4-methylpiperidine-1-carboxylateHCID 22248051—

Reaction Steps

Potassium tert-butoxide (2.80 g) and methyl iodide (3.60 mL) are added to an ice cold solution of 4-formyl-piperidine-1-carboxylic acid tert-butyl ester (4.00 g) in dichloromethane (24 mL). The mixture is stirred in the cooling bath for 30 min and then at room temperature overnight. Brine is added and the resulting mixture is extracted with dichloromethane. The combined extracts are dried (MgSO4) and concentrated to give the crude title compound that is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012456B2
Source datasetuspto-grants-2015_04
ORD IDord-7aa62cebefb94e4cb8685a33c6f7f770
Source noteuspto-grants-2015_04