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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218552Generated: October 30, 2026

Vanillin → 4-[(2-fluorobenzyl)oxy]-3-methoxybenzaldehyde

https://huagongshe.com/reaction/2218552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVanillinHCID 1183—
ReactantPotassium CarbonateHCID 11430—
Reactantalpha-Bromo-o-fluorotolueneHCID 67968—
SolventDimethylformamideHCID 6228—
Product4-[(2-fluorobenzyl)oxy]-3-methoxybenzaldehydeHCID 73545899.5%

Reaction Steps

0.5M solution of 1-bromomethyl-2-fluoro-benzene (1.5 mg, 8 mmol) in DMF was added dropwise to a suspension of 3-methoxy-4-hydroxy-benzaldehyde (1.1 g, 7.3 mmol), K2CO3 (1.51 g, 11 mmol) and KI (120 mg, 7.3 mmol) in DMF (100 ml). The reaction mixture was treated as described in Example 4. The residue was purified on silica gel, obtaining 1.89 g (quantitative yield) of the title compound, yield 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07411091B2
Source datasetuspto-grants-2008_08
ORD IDord-73d9aac700084d7caf32eb5a268a945d
Source noteuspto-grants-2008_08