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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710379Generated: October 30, 2026

3-Hydroxybenzaldehyde → 3-((3-Fluorobenzyl)oxy)benzaldehyde

https://huagongshe.com/reaction/710379

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
Reactant3-Fluorobenzyl chlorideHCID 9974—
ReactantCesium carbonateHCID 10796—
SolventDimethylformamideHCID 6228—
Product3-((3-Fluorobenzyl)oxy)benzaldehydeHCID 89171180%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 3-fluorobenzyl chloride (0.71 g; 4.91 mmol), 3-hydroxybenzaldehyde (0.6 g; 4.91 mmol) and Cs2CO3 (1.6 g; 4.91 mmol) in anhydrous DMF (5 ml) was stirred for 4 h at ˜60° C. under N2, cooled to room temperature and poured onto H2O (15 ml). The precipitate formed was filtered off, washed with H2O and dried in vacuo to give the title compound (0.9 g; 80%), as creamy solid. 1H-NMR (CDCl3) 5.11 (s, 2H); 7.13-7.25 (m, 3H+CDCl3); 7.3-7.36 (m, 1H); 7.44-7.48 (m, 3H); 9.96 (5, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-e153ed36fae447db8cccd87daf8d3588
Source noteuspto-grants-2015_11