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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061671Generated: November 1, 2026

Diethyl Ether → Methyl (2RS)-2-(2-oxo-2-phenylethyl)aminoisovalerate

https://huagongshe.com/reaction/1061671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPhenacyl bromideHCID 6259—
ReactantDiisopropylethylamineHCID 81531—
ReactantValine, methyl ester, hydrochloride (1:1)HCID 12498813—
SolventDichloromethaneHCID 6344—
ProductMethyl (2RS)-2-(2-oxo-2-phenylethyl)aminoisovalerateHCID 21302844—

Reaction Steps

Diisopropylethylamine (7.66 ml) and 2-bromoacetophenone (4.2 g) are added to a suspension of DL-valine methyl ester hydrochloride (3.36 g, Reference compound No. 45-1) in methylene chloride (100 ml), and the mixture is refluxed for four days. The reaction mixture is allowed to stand at room temperature, diethyl ether is added to the mixture, and the whole is extracted with 0.1 N hydrochloric acid. Sodium hydrogencarbonate is added to the extract to basify the system, and the whole is extracted with ethyl acetate. The organic layer is washed with saturated brine and dried over magnesium sulfate. The organic layer is concentrated under reduced pressure to give the titled reference compound (4.92 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960575B2
Source datasetuspto-grants-2005_11
ORD IDord-6b21c62d70184fe186f3a0b60b0f5822
Source noteuspto-grants-2005_11