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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992937Generated: October 30, 2026

Cesium carbonate → 4-{[3-Butyl-2-(4-fluorophenyl)-1-naphthalenyl]oxy}benzaldehyde

https://huagongshe.com/reaction/1992937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-FluorobenzaldehydeHCID 68023—
Reactant3-Butyl-2-(4-fluorophenyl)-1-naphthalenolHCID 68536113—
SolventDimethyl SulfoxideHCID 679—
Product4-{[3-Butyl-2-(4-fluorophenyl)-1-naphthalenyl]oxy}benzaldehydeHCID 8608712178%

Reaction Steps

3-Butyl-2-(4-fluorophenyl)-1-naphthalenol (166) (0.25 g, 0.83 mmol) and 4-fluorobenzaldehyde was heated with Cs2CO3 in DMSO at 100° C. to give 0.26 g (78%) of the title compound (167) as a colorless viscous oil. 1H NMR (400 MHz, CDCl3): δ 0.78 (t, J=7.3 Hz, 3H), 1.20-1.30 (m, 2H), 1.40-1.50 (m, 2H), 2.56 (t, J=7.9 Hz, 2H), 6.68 (d, J=8.6 Hz, 2H), 6.95 (t, J=8.7 Hz, 2H), 7.06-7.14 (m, 2H), 7.40 (t, J=7.6 Hz, 1H), 7.51 (t, J=7.2 Hz, 1H), 7.63 (d, J=8.6 Hz, 2H), 7.71 (s, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.87 (d, J=8.2 Hz, 1H), 9.81 (s, 1H). LCMS (ESI): m/z 399 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649093B2
Source datasetuspto-grants-2010_01
ORD IDord-d6e4fd5fa69e4fc89b1e1232deecd5bc
Source noteuspto-grants-2010_01