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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253718Generated: November 1, 2026

Propylene Oxide → 4'-Heptyloxy-2,3-difluoro-4-(2-valeroyloxypropyl)biphenyl

https://huagongshe.com/reaction/2253718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylene OxideHCID 6378—
ReactantPentanoic AcidHCID 7991—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2,3-Difluoro-4'-heptyloxybiphenylHCID 19103600—
Reactant4'-Heptyloxy-2,3-difluoro-4(2-hydroxypropyl) biphenylHCID 57067876—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product4'-Heptyloxy-2,3-difluoro-4-(2-valeroyloxypropyl)biphenylHCID 14512169—

Reaction Steps

At 0° C., 0.1 mol of DCC, dissolved in methylene chloride, is added with exclusion of moisture to a mixture of 0.1 mol of pentanoic acid, 0.1 mol of optically active 4'-heptyloxy-2,3-difluoro-4(2-hydroxypropyl) biphenyl [sic] (which can be prepared by customary metallation of 4'-heptyloxy-2,3-difluorobiphenyl and reaction with optically active propylene oxide) and a catalytic amount of DMAP in 200 ml of methylene chloride. When the addition is complete, the mixture is stirred at room temperature for 12 hours, the precipitate is filtered off with suction, and the product is worked up in a customary manner. The product is purified by chromatography, to give optically active 4'-heptyloxy-2,3-difluoro-4-(2-valeroyloxypropyl)biphenyl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05232624
Source datasetuspto-grants-1993_08
ORD IDord-02bc538930974081b020a333345ec973
Source noteuspto-grants-1993_08