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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248771Generated: October 30, 2026

Benzene → 4-(4-Pentylcyclohex-1-enyl)-2,3-difluorobenzaldehyde

https://huagongshe.com/reaction/248771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactant1-PiperidinecarboxaldehydeHCID 17429—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178506671HCID 178506671—
SolventTetrahydrofuranHCID 8028—
SolventThf tmedaHCID 86588997—
Product4-(4-Pentylcyclohex-1-enyl)-2,3-difluorobenzaldehydeHCID 14548486—

Reaction Conditions

Temperature-20 °C

Reaction Steps

0.12 mol of N-formylpiperidine in 20 ml of tetrahydrofuran is added at -70° C. to 0.1 mol of 4-(4-pentylcyclohex-1-enyl)-2,3-difluorophenyllithium (prepared from the benzene with n-butyllithium in tetrahydrofuran/tetramethylethylenediamine analogously to Example 1a)) and the mixture is warmed to -20° C. during the course of 1 hour. Acidifying and customary working up gives the aldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05211878
Source datasetuspto-grants-1993_05
ORD IDord-795b5b9ab053432fbae958db29569890
Source noteuspto-grants-1993_05