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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 578074Generated: October 30, 2026

Dichloromethane → 9-[(2-Methoxyphenyl)methylidene]-2-nitro-9H-fluorene

https://huagongshe.com/reaction/578074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant2-MethoxybenzaldehydeHCID 8658—
Reactant2-NitrofluoreneHCID 11831—
SolventMethanolHCID 887—
Product9-[(2-Methoxyphenyl)methylidene]-2-nitro-9H-fluoreneHCID 71271462—

Reaction Conditions

Temperature72 °C

Reaction Steps

To a solution of 2-nitrofluorene (1.05 g, 5 mmol) and 2-methoxybenzaldehyde (0.816 g, 6 mmol) in 20 mL of methanol was added KF—Al2O3 (0.75 g, 4.5 mmol). The resulting mixture was stirred at 72° C. After 6 hrs, TLC indicated that the starting material was gone. 40 mL of CH2Cl2 was added into the reaction mixture. The insoluble solid was filtrated, and the filtrate was concentrated under vacuum to give a yellow solid, which was recrystallized from alcohol and CH2Cl2 to give 1.2 g of CYD-1-70 as a yellow solid. 1H-NMR (600 MHz, CDCl3) δ 8.84 (s, 0.36H), 8.26 (m, 1.65H), 8.10 (m, 3.05H), 8.02 (s, 0.57H), 7.55 (m, 4H), 7.24 (m, 1.24H), 7.10 (m, 0.91H), 3.84 (s, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040567B2
Source datasetuspto-grants-2015_05
ORD IDord-7808bc6b8f514f2aba2f941730698a2f
Source noteuspto-grants-2015_05