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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36819Generated: October 25, 2026

Hydrochloric Acid → 4-(p-n-Octyloxyphenyl)-2,3-difluorobenzene boronic acid

https://huagongshe.com/reaction/36819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
Reactant2,3-Difluoro-4'-octyloxybiphenylHCID 18435183—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product4-(p-n-Octyloxyphenyl)-2,3-difluorobenzene boronic acidHCID 1782045173.4%

Reaction Conditions

Temperature-70 °C

Reaction Steps

After 2.72 g of the 4-n-octyloxy-2', 3'-difluorobiphenyl was dissolved in 20 ml of a dried THF, the solution thus formed was cooled down to -70° C. under a nitrogen atmosphere and added dropwise with 5.5 ml of butyllithium (1.6 mol/liter hexane solution). The solution was continuously stirred at the same temperature for 2 hours, and then added dropwise with a THF solution containing 3.21 g of triisopropylborate. After the solution was stirred at an ambient temperature for 12 hours, it was added with 7.7 ml of a 10% aqueous hydrochloric acid solution and further stirred for 1 hour. Then, the same after-treatments as in [1] in Example 1 were repeated to obtain 2.27 g of 4-(p-n-octyloxyphenyl)-2,3-difluorobenzene boronic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05417885
Source datasetuspto-grants-1995_05
ORD IDord-4dd5a74a02604455bb79697d682effd8
Source noteuspto-grants-1995_05