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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992968Generated: October 30, 2026

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

https://huagongshe.com/reaction/1992968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-FluorobenzaldehydeHCID 68023—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactant6-Methoxy-1-methoxymethoxy-3-methyl-2-(3-trifluoromethyl-phenyl)-naphthaleneHCID 68537463—
SolventDimethylformamideHCID 6228—
Product4-[6-Methoxy-3-methyl-2-(3-trifluoromethyl-phenyl)-naphthalen-1-yloxy]-benzaldehydeHCID 8661666835%

Reaction Steps

6-Methoxy-1-methoxymethoxy-3-methyl-2-(3-trifluoromethyl-phenyl)-naphthalene (208) (0.35 g, 0.93 mmol), 4 N HCl/Dioxane (5 mL), 4-fluorobenzaldehyde (0.11 mL, 1.02 mmol), Cs2CO3 (0.364 g, 1.12 mmol) and DMF (3 mL) were reacted as described above to give 0.140 g (35%) of the title compound (209) as oil. 1H NMR (400 MHz, d-CDCl3): δ 2.26 (s, 3H), 3.95 (s, 3H), 6.68 (d, J=8.8 Hz, 2H), 7.09 (dd, J1=2.6 Hz, J2=9.2 Hz, 1H), 7.17-7.17 (m, 1H), 7.31-7.39 (m, 2H), 7.44 (s, 1H), 7.48-7.50 (m, 1H), 7.61-7.64 (m, 3H), 7.73 (d, J=9.1 Hz, 1H), 9.80 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649093B2
Source datasetuspto-grants-2010_01
ORD IDord-f79e264ebf374536a4d39687e55a33df
Source noteuspto-grants-2010_01