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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048911Generated: October 26, 2026

4-Hydroxybenzaldehyde → 4-(3-Dibutylamino-propoxy)-benzaldehyde

https://huagongshe.com/reaction/1048911

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Dibutylamino-3-chloropropane hydrochlorideHCID 22595053—
SolventWaterHCID 962—
Product4-(3-Dibutylamino-propoxy)-benzaldehydeHCID 1414640090.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

9.69 g of dibutylamino propylchloride HCl salt (IV) (0.04 mol, 1 eq), 5 g of 4-hydroxybenzaldehyde (III) (0.04 mol, 1 eq), 17 g of potassium carbonate (0.12 mol, 3 eq) and 30 mL of MEK are added to the reaction flask. The suspension is heated to 80° C. and it is stirred for 10 hours at this temperature. Then the mixture is cooled to room temperature, 40 mL of water is added and the brown solution is stirred for 30 min. After phase separation the organic phase is washed with 15 mL of water and the solvent is evaporated to obtain 10.6 g of compound (V) as a yellowish-brown solid (89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382223B2
Source datasetuspto-grants-2016_07
ORD IDord-33d6c86450a443948090e15be20b79b6
Source noteuspto-grants-2016_07