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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094050Generated: October 31, 2026

Dimethylformamide → 3,5-Diethoxybenzaldehyde

https://huagongshe.com/reaction/1094050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl BromideHCID 6332—
ReactantPotassium CarbonateHCID 11430—
Reactant3,5-DihydroxybenzaldehydeHCID 94365—
Product3,5-DiethoxybenzaldehydeHCID 22608616—

Reaction Conditions

Temperature60 °C

Reaction Steps

An amount of 3,5-dihydroxybenzaldehyde (56a, 500 mg, 3.62 mmol) was dissolved in 10 mL DMF, anhydrous. It was added (2.0 g, 18.1 mmol) of bromoethane and 733 mg (5.34 mmol) of K2CO3. The reaction mixture was heated to 60° C. for 4-5 hrs. Afterwards, 100 mL of EtoAce was added to the reaction mixture, and the reaction mixture was washed with brine (3×200 mL). The organic layer was dried over Na2SO4 and evaporated in vacuuo to afford 3,5-diethoxybenzaldehyde (56b) which was carried onto the next step without further purification. MS [m+H] calc'd for C11H14O3, 195.10; found 195.10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133898B2
Source datasetuspto-grants-2012_03
ORD IDord-c36e027e3cce485caf4df0afc02463fe
Source noteuspto-grants-2012_03