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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877662Generated: November 2, 2026

3-Fluoro-p-toluic acid → 3-Fluoro-5-iodo-4-methylbenzoic acid

https://huagongshe.com/reaction/1877662

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoro-p-toluic acidHCID 67687—
ReactantN-IodosuccinimideHCID 120273—
SolventTrifluoromethanesulfonic acidHCID 62406—
Product3-Fluoro-5-iodo-4-methylbenzoic acidHCID 44479445—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Fluoro-4-methylbenzoic acid (1 g, 6.48 mmol, 1 eq) was dissolved in trifluoromethanesulphonic acid (10 ml) and the reaction was cooled to 0° C. To the above solution N-Iodosuccinimide (1.46 g, 6.48 mmol, 1 eq) was added in portion and the reaction was stirred at room temperature for 14 h. Later the above solution was poured into 50 ml of ice water, the solid obtained was filtered. The solid was dissolved in ethylacetate, washed with sodiumthiosulphate solution and brine, the organic layer was concentrated to get the desired product as light brown solid. Yield: 1.5 g (83%). 1HNMR (400 MHz, CDCl3): δ 2.35 (s, 3H), 7.68 (d, 1H, J=8 Hz), 8.14 (s, 1H). 13.50 (br, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309558B2
Source datasetuspto-grants-2012_11
ORD IDord-5343a72144d94d14b1a2c642b1ec9ed9
Source noteuspto-grants-2012_11