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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992966Generated: October 31, 2026

Cesium carbonate → 4-[2-(4-Fluoro-phenyl)-6-methoxy-3-methyl-naphthalen-1-yloxy]-benzaldehyde

https://huagongshe.com/reaction/1992966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-FluorobenzaldehydeHCID 68023—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactant2-(4-Fluoro-phenyl)-6-methoxy-1-methoxymethoxy-3-methyl-naphthaleneHCID 68537468—
SolventDimethyl SulfoxideHCID 679—
Product4-[2-(4-Fluoro-phenyl)-6-methoxy-3-methyl-naphthalen-1-yloxy]-benzaldehydeHCID 8661666772%

Reaction Steps

2-(4-Fluoro-phenyl)-6-methoxy-1-methoxymethoxy-3-methyl-naphthalene (203) (0.31 g, 0.95 mmol), 4 N HCl/Dioxane (5 mL), 4-fluorobenzaldehyde (0.132 mL, 1.23 mmol), Cs2CO3 (0.838 g, 2.57 mmol) and DMSO (3 mL) were reacted as described above to give 0.263 g (72%) of the title compound (204) as oil. 1H NMR (400 MHz, d-CDCl3): δ 2.24 (s, 3H), 3.93 (s, 3H), 6.69 (d, J=8.8 Hz, 2H), 6.92-6.97 (m, 2H), 7.07-7.15 (m, 4H), 7.59-7.68 (m, 4H), 9.80 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649093B2
Source datasetuspto-grants-2010_01
ORD IDord-6a9956472baa4e8fa075660337a0705d
Source noteuspto-grants-2010_01