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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247791Generated: October 25, 2026

Benzoate → 3-Fluoro-4-(1,1,1-trifluoro-2-octyloxycarbonyl)phenyl 4-octyloxybiphenyl-4'-carboxylate

https://huagongshe.com/reaction/247791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoateHCID 242—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant4-(4-Octyloxyphenyl)benzoyl chlorideHCID 11078473—
Reactant1,1,1-Trifluorooctan-2-YL 2-fluoro-4-hydroxybenzoateHCID 19920819—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product3-Fluoro-4-(1,1,1-trifluoro-2-octyloxycarbonyl)phenyl 4-octyloxybiphenyl-4'-carboxylateHCID 53749937—

Reaction Steps

To a solution of the benzoate (1.6 g) obtained in (1) above, triethylamine (0.5 g) and dimethylaminopyridine (0.5 g) in methylene chloride (10 ml) was slowly added under cooling a solution of 4-n-octyloxybiphenyl-4'-carboxylic acid chloride (1.7 g) in methylene chloride (10 ml). The mixture was left to stand until it reached room temperature and stirred overnight. The mixture was poured in water and extracted with methylene chloride. The extracted layer was washed with dilute aqueous hydrochloric acid solution, water, 1N aqueous sodium carbonate solution and water, in this order, and dehydrated over anhydrous magnesium sulfate. After the solution was distilled under reduced pressure to remove the solvent, the residue was purified by silica-gel column chromatography and recrystallized from anhydrous ethanol to obtain the titled compound (0.8 g, [α]D20 =+25.6° ). ##STR62##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05207947
Source datasetuspto-grants-1993_05
ORD IDord-d22aeb42d0fd4dbdbda7bc053208dce5
Source noteuspto-grants-1993_05