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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309071Generated: November 3, 2026

Methyl Methanesulfonate → N-Methylcaprolactam

https://huagongshe.com/reaction/2309071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl MethanesulfonateHCID 4156—
ReactantSodium MethoxideHCID 10942334—
Reactant1-Trimethylsilanyl-azepan-2-oneHCID 11423999—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-MethylcaprolactamHCID 17369—

Reaction Steps

5.4 g (0.1 mol) of sodium methylate and 18.5 g (0.1 mol) of N-trimethylsilylcaprolactam are introduced successively into 150 ml of 1,2-dimethoxyethane, and the mixture is stirred at room temperature for 30 minutes. Then 11 g (0.1 mol) of methyl methanesulfonate are added dropwise. After the reaction mixture has been stirred at 50° C. for a further one hour, it is cooled, the sodium mesylate is removed by filtration with suction, and the filtrate is evaporated. The oily residue is distilled in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04692523
Source datasetuspto-grants-1987_09
ORD IDord-6e6fc79716314fec81b7435f06423741
Source noteuspto-grants-1987_09