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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840321Generated: October 28, 2026

Water → 5-Chloro-2-(cyclobutylmethoxy)benzaldehyde

https://huagongshe.com/reaction/840321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-salicylaldehydeHCID 12481—
ReactantCyclobutylmethyl 4-methylbenzenesulfonateHCID 13163931—
SolventDimethylformamideHCID 6228—
Product5-Chloro-2-(cyclobutylmethoxy)benzaldehydeHCID 22622507117.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

5-Chlorosalicylaldehyde (7.7 g, 49.4 mmol) was dissolved in DMF (20 ml) with potassium carbonate (7.5 g, 54.1 mmol) and the cyclobutanemethanol tosylate (13 g, 54.1 mmol). The mixture was stirred at 50 ° C. under argon for 16 hours. Poured into water (500 ml), extracted with ethyl acetate (4×100 ml)and the combined organic fractions washed with 1M sodium hydroxide solution (100 ml), water (100 ml), saturated brine (100 ml) dried (MgSO4) and concentrated in vacuo to give 5-chloro-2-(cyclobutylmethoxy)benzaldehyde as a brown oil (13 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06365603B1
Source datasetuspto-grants-2002_04
ORD IDord-8f4dbe8ea97b423dbe7b6a73693f07ae
Source noteuspto-grants-2002_04