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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1680142Generated: November 3, 2026

Diethyl Ether → Methyl 2-(4-chlorophenyl)-3-methylbutanimidate

https://huagongshe.com/reaction/1680142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium BicarbonateHCID 516892—
ReactantOxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 2735153—
Reactant2-(4-Chlorophenyl)-3-methylbutanamideHCID 12898176—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-(4-chlorophenyl)-3-methylbutanimidateHCID 20571405—

Reaction Steps

To a mixture of 2.32 g (11 mmol) of 2-(4-chlorophenyl)-3-methylbutyramide in methylene chloride is added, at room temperature, 1.78 g (12 mmol) of trimethyloxonium tetrafluoroborate. After stirring overnight under nitrogen, the resulting solution is poured onto an ice-cold mixture of ether and aqueous sodium bicarbonate. The aqueous layer is discarded, and the ethereal layer is washed with cold water and dried over sodium sulfate. Filtration and concentration in vacuo affords methyl 2-(4-chlorophenyl)-3-methylbutanimidate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04272449
Source datasetuspto-grants-1981_06
ORD IDord-c3b84fecd04644d98bcf8c7b9b8dc6ee
Source noteuspto-grants-1981_06