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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1494230Generated: October 31, 2026

Acetone → 5-Chloro-2-hydroxy-4-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]-3-propylbenzoic acid methyl ester

https://huagongshe.com/reaction/1494230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(6-Iodohexyl)-2,3-bis(phenylmethoxy)benzeneHCID 14986285—
Reactant5-Chloro-2,4-dihydroxypropylbenzoic acid methyl esterHCID 67882716—
Product5-Chloro-2-hydroxy-4-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]-3-propylbenzoic acid methyl esterHCID 1498633568%

Reaction Steps

A mixture of 0.41 g (0.8 mmol) of 1-(6-iodohexyl)-2,3-bis(phenylmethoxy)benzene, 0.18 g (0.74 mmol) of 5-chloro-2,4-dihydroxypropylbenzoic acid methyl ester and 0.22 g (1.6 mmol) of potassium carbonate in 15 mL of acetone was stirred at reflux for 16 hours. The reaction mixture was filtered and the filtrate was concentrated to an oil. Chromatography on 30 g of silica gel and elution with 10% ethyl acetate-hexane gave 0.31 g (68% yield) of 5-chloro-2-hydroxy-4-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]-3-propylbenzoic acid methyl ester as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05025036
Source datasetuspto-grants-1991_06
ORD IDord-30dd45849d2f41e888005453ea1a8781
Source noteuspto-grants-1991_06