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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196482Generated: October 27, 2026

Triphenylphosphine → 4-(1-Tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl ester

https://huagongshe.com/reaction/2196482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantMethyl 3-chloro-4-hydroxybenzoateHCID 77580—
Reactant1-tert-Butoxy-2-propanolHCID 92629—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
Product4-(1-Tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl esterHCID 67113700—

Reaction Steps

To a solution of 1.5 g of 3-chloro-4-hydroxybenzoic acid methyl ester in 20 ml of THF, 1.8 ml of 1-tert-butoxy-2-propanol, 3.16 g of triphenylphosphine, and 1.9 ml of diethylazodicarboxylate were added, and the mixture was stirred at room temperature for 1 hour. After evaporation of the solvent under reduced pressure, the obtained residue was purified by silica gel column chromatography (eluent: hexane-EtOAc=100:1˜5:1) to obtain 2.3 g of 4-(1-tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338429B2
Source datasetuspto-grants-2012_12
ORD IDord-76f06a9e46bd401f8065341389bfc696
Source noteuspto-grants-2012_12