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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709665Generated: October 29, 2026

Water → HCID 117760111, compound

https://huagongshe.com/reaction/709665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant4-Fluoro-3-methoxybenzaldehydeHCID 2737358—
CatalystTitanium TetrachlorideHCID 24193—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117760111HCID 11776011157.1%

Reaction Steps

To a solution of titanium (IV) chloride (11.1 g) in THF (50 mL) was added dropwise a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (4.26 g) and 4-fluoro-3-methoxybenzaldehyde (3.08 g) in THF (50 mL) at 0° C., and then a solution of pyridine (4.00 g) in THF (20 mL) was added dropwise. The reaction mixture was stirred for 1 hr, and water was added. The reaction mixture was extracted with ethyl acetate, and the extract was washed with 1N hydrochloric acid and saturated brine. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (3.20 g) as a yellow solid. This compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-23a4e8f0b2cd481abc4f28894a319f53
Source noteuspto-grants-2015_11