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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390068Generated: November 2, 2026

Dimethylformamide → 2-(3-Formylphenyl)-2-isopropyl-1,3-dioxolane

https://huagongshe.com/reaction/2390068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 59323310HCID 59323310—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-(3-Formylphenyl)-2-isopropyl-1,3-dioxolaneHCID 5932345061%

Reaction Conditions

Temperature-78 °C

Reaction Steps

110 mg of 2-(3-bromophenyl)-2-isopropyl-1,3-dioxolane was dissolved in 1 mL of THF, and cooled to −78° C., and 0.36 mL of n-butyl lithium (1.5 M hexane solution) was added thereto, followed by stirring for 15 minutes. Thereafter, DMF (0.53 mL) was added thereto, followed by stirring at room temperature for 1 hour. A saturated aqueous ammonium chloride solution was added to the reaction liquid, followed by extraction with diethyl ether. The organic layer was then washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 57 mg (yield 61%) of a title compound as a pale yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273766B2
Source datasetuspto-grants-2012_09
ORD IDord-46aa3fc1c3c84d16b736ca19a2b8b73a
Source noteuspto-grants-2012_09