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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644563Generated: October 30, 2026

Dimethylformamide → 3-(2-Ethyl-1,3-dioxolan-2-yl)benzaldehyde

https://huagongshe.com/reaction/644563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
Reactant1,3-Dioxolane, 2-(3-bromophenyl)-2-ethyl-HCID 11459546—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product3-(2-Ethyl-1,3-dioxolan-2-yl)benzaldehydeHCID 45094823—

Reaction Conditions

Temperature-78 °C

Reaction Steps

17.8 g (70 mmol) of 2-(3-bromophenyl)-2-ethyl-[1,3]dioxolane are dissolved in 300 ml of THF and the mixture is cooled to −78° C. 34 ml (85 mmol) of a 2.5 M solution of butyllithium are added slowly, and the mixture is stirred for 30 minutes. 8.1 ml (105 mmol) of DMF are then added, and the mixture is brought back to 0° C., then treated with a saturated solution of ammonium chloride. After extraction with ethyl ether, the desired aldehyde is obtained in the form of yellow oil (m=14 g; Y=97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700657B2
Source datasetuspto-grants-2010_04
ORD IDord-ac7a3770a7d74a3da11932c77d1f80bf
Source noteuspto-grants-2010_04