Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776561Generated: November 3, 2026

Hydrochloric Acid → HCID 59300255, compound

https://huagongshe.com/reaction/1776561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,4-DihydroxybenzaldehydeHCID 8768—
ReactantPotassium CarbonateHCID 11430—
ReactantBromomethylcyclopropaneHCID 81503—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59300255HCID 5930025553.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 3,4-dihydroxybenzaldehyde (0.5 g, 3.62 mmol), K2CO3 (0.550 g, 3.98 mmol) and (bromomethyl)cyclopropane (0.386 ml, 3.98 mmol) in DMF (12 ml) was heated to 50° C. overnight. The reaction mixture was portioned between EtOAc and HCl 1N. The organic phase was washed several times with brine and dried over Na2SO4; the solvent was removed; and the crude was purified by flash chromatography on silica gel cartridge (petroleum ether:EtOAc=90:10 to 85:15) to give 4-(cyclopropylmethoxy)-3-hydroxybenzaldehyde (0.370 g, 1.925 mmol, 53.2% yield, MS/ESI+ 193.0 [MH]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265768B2
Source datasetuspto-grants-2016_02
ORD IDord-1271c4e773c845eeb26dc78488afa54c
Source noteuspto-grants-2016_02