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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046644Generated: October 31, 2026

Potassium tert-butoxide → 2-{2-Chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolane

https://huagongshe.com/reaction/2046644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-Chloro-3-(1,3-dioxolan-2-yl)-6-fluorobenzaldehydeHCID 59370531—
CatalystPhosphonium, ethyltriphenyl-, bromide (1:1)HCID 73727—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
Product2-{2-Chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolaneHCID 6860336499.3%

Reaction Steps

To a solution of ethyltriphenylphosphonium bromide (3.43 g) in tetrahydrofuran (15 mL) was added potassium tert-butoxide (1.31 g) at 0° C., and the mixture was stirred at room temperature for 1 hr. Successively, 2-chloro-3-(1,3-dioxolan-2-yl)-6-fluorobenzaldehyde (1.35 g) was added to the mixture, and the mixture was stirred for 2.5 hr. To the reaction mixture was added saturated brine, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give crude 2-{2-chloro-4-fluoro-3-[prop-1-en-1-yl]phenyl}-1,3-dioxolane (1.41 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592452B2
Source datasetuspto-grants-2013_11
ORD IDord-463dbc2f9daa41daaa87b48956d18432
Source noteuspto-grants-2013_11