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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9256Generated: October 25, 2026

Diethyl Ether → Methyl alpha-(2,6-diallyl-4-hydroxyphenoxy)4-chlorobenzeneacetate

https://huagongshe.com/reaction/9256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 2-bromo-2-(4-chlorophenyl)acetateHCID 10777987—
Reactant2,6-Diallyl4-benzyloxyphenolHCID 21985951—
SolventDimethylformamideHCID 6228—
ProductMethyl alpha-(2,6-diallyl-4-hydroxyphenoxy)4-chlorobenzeneacetateHCID 21985939—

Reaction Steps

To a solution of 2,6-diallyl-4-benzyloxyphenol (200 mg, 1.0 eq) in DMF (8 mL) were added methyl α-bromo-4-chlorobenzeneacetate (190 mg, 1.0 eq) and Cs2CO3 (285 mg, 1.2 eq). The reaction mixture was stirred at room temperature for 15 h, poured into ether, washed with water and brine, dried over MgSO4, filtered, and concentrated in vac. Purification by chromatography (SiO2, EtOAc/Hexanes 1:20) afforded the desired methyl α-(2,6-diallyl-4-hydroxyphenoxy)-4-chlorobenzeneacetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091230B2
Source datasetuspto-grants-2006_08
ORD IDord-cbe90fa9d62e4ab79ebe977953f20624
Source noteuspto-grants-2006_08