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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992898Generated: October 30, 2026

Cesium carbonate → 4-{[6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenyl]oxy}benzaldehyde

https://huagongshe.com/reaction/1992898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-FluorobenzaldehydeHCID 68023—
Reactant6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenolHCID 68534734—
SolventDimethylformamideHCID 6228—
Product4-{[6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenyl]oxy}benzaldehydeHCID 8608704180%

Reaction Steps

6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenol (113) (0.41 g, 1.28 mmol) and 4-fluorobenzaldehyde was heated with Cs2CO3 in DMF at 100° C. to give 0.44 g (80%) of the title compound (114) as a light yellow oil. 1H NMR (400 MHz, CDCl3): δ 0.78 (t, J=6.8 Hz, 3H), 1.10-1.25 (m, 4H), 1.40-1.55 (m, 2H), 2.47 (t, J=7.9 Hz, 2H), 3.94 (s, 3H), 6.68 (d, J=8.6 Hz, 2H), 7.05 (dd, J1=9.1 Hz, J2=2.4 Hz, 1H), 7.08-7.14 (m, 2H), 7.18 (d, J=2.4 Hz, 1H), 7.19-7.25 (m, 3H), 7.58-7.64 (m, 3H), 7.67 (d, J=9.1 Hz, 1H), 9.79 (s, 1H). LCMS (ESI): m/z 425 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649093B2
Source datasetuspto-grants-2010_01
ORD IDord-1d2f9502deca414b9596f2aa1453c2ce
Source noteuspto-grants-2010_01