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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220576Generated: October 25, 2026

Hydrochloric Acid → 4-(4-Butoxy-2,3-difluorophenyl)-4'-propylbicyclohexyl-4-ol

https://huagongshe.com/reaction/2220576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Butoxy-2,3-DifluorobenzeneHCID 2782939—
Reactant[1,1'-Bicyclohexyl]-4-one,4'-propyl-,HCID 4354185—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Butoxy-2,3-difluorophenyl)-4'-propylbicyclohexyl-4-olHCID 58991885—

Reaction Steps

31.0 g (0.17 mol) of 1-butoxy-2,3-difluorobenzene are initially introduced in 200 ml of THF, and 100 ml (0.16 mol) of n-BuLi (15% soln. in hexane) are added at −70° C. After 2 h at this temperature, a solution of 35.6 g (0.16 mol) of 4′-propylbicyclohexyl-4-one in 200 ml of THF is metered in, and the batch is stirred for 2.5 h. The reaction mixture is hydrolysed with ice-cooling and acidified using 2 N HCl. The solution is extracted with MTBE, and the combined organic phases are washed with sat. sodium chloride solution and dried using sodium sulfate. The solution is concentrated to dryness, and the crude product (66.3 g of yellow solid) is used directly for the following reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417157B2
Source datasetuspto-grants-2008_08
ORD IDord-16d624de9cda4318a0367a9c6529983c
Source noteuspto-grants-2008_08