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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666872Generated: October 30, 2026

3-Hydroxybenzaldehyde → 3-Propoxybenzaldehyde

https://huagongshe.com/reaction/1666872

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-IodopropaneHCID 33643—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product3-PropoxybenzaldehydeHCID 2760469—

Reaction Conditions

Temperature50 °C

Reaction Steps

Combine 3-hydroxybenzaldehyde (790 g), K2CO3, (1627 g) and DMF (8 L). Add 1-iodopropane (1000 g) and heat to 105° C. and stir for 4 h. Cool to about 50° C. and add water (15 L), continue cooling to about room temperature and add toluene (10 L). Separate the organic layer and extract the aqueous phase with toluene (2×10 L), combine organic phases and wash with NaOH 1N (2×5.8 L), concentrate the combined organic layers in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044090B2
Source datasetuspto-grants-2011_10
ORD IDord-2d24e54df193457bb3feb4908fa8a161
Source noteuspto-grants-2011_10