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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604393Generated: November 3, 2026

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

https://huagongshe.com/reaction/1604393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-Chloro-salicylaldehydeHCID 12481—
ReactantCyclobutylmethyl 4-methylbenzenesulfonateHCID 13163931—
SolventDimethylformamideHCID 6228—
SolventPotassiumHCID 5462222—
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 carbonte (7.5 g, 54.1 mmol) and the cyclobutanemethanol tosylate (1 3 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 numberUS05994353
Source datasetuspto-grants-1999_11
ORD IDord-0f40edc91ce04a4a96f8921c4e0a3ab2
Source noteuspto-grants-1999_11