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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64584Generated: October 25, 2026

Diethyl Ether → Methyl 2-[p-(benzyloxy)phenoxy]propionate

https://huagongshe.com/reaction/64584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMonobenzoneHCID 7638—
ReactantMethyl 2-bromopropionateHCID 95576—
ReactantSodiumHCID 5360545—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-[p-(benzyloxy)phenoxy]propionateHCID 13093988—

Reaction Conditions

Temperature80 °C

Reaction Steps

A 42 g (0.25 mole) portion of methyl 2-bromopropionate was added to 0.25 mole of the sodium salt of p-benzyloxyphenol (prepared from 13.5 g sodium methoxide and 50 g p-benzyloxyphenoxy) in 70 cc of DMF. The reaction mixture was heated at approximately 80° C. for 14.5 hours. The cooled reaction mixture was then poured into 1 liter ice-water. The product was isolated by ether extraction and was crystallized from methanol to give 45.2 g methyl 2-(4-benzyloxyphenoxy)propanoate, m.p. 38°-42°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04609396
Source datasetuspto-grants-1986_09
ORD IDord-66bb2d2a00534e9c92b4ff15626c6f80
Source noteuspto-grants-1986_09