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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497207Generated: October 25, 2026

Hydrochloric Acid → 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde

https://huagongshe.com/reaction/497207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-PiperidinecarboxaldehydeHCID 17429—
Reactant2-(4-Bromophenyl)-2-methyl-1,3-dioxolaneHCID 614920—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehydeHCID 11961584—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of 2-(4-bromophenyl)-2-methyl-1,3-dioxolane (2.0 g, 8.23 mmol) in THF (7 ml) was added n-BuLi (1.61 M solution in hexane, 5.47 ml, 8.8 mmol) at −78° C. under nitrogen, and the mixture was stirred for 2 hour, then allowed to warm up to 0° C. for 30 min. A solution of 1-formylpiperidine (930 mg, 8.23 mmol) in THF (5 ml) was added, and the mixture was stirred for 2 hours. The mixture was made neutral by addition of 1N HCl solution, and the whole was extracted with diethylether. The organic layer was washed with saturated NaHCO3 aqueous solution, brine, dried over MgSO4, and concentrated in vacuo. The compound was used for next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949536B2
Source datasetuspto-grants-2005_09
ORD IDord-327ab84d4587430891d651c9838efa5f
Source noteuspto-grants-2005_09