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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671987Generated: October 31, 2026

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

https://huagongshe.com/reaction/1671987

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 numberUS07994171B2
Source datasetuspto-grants-2011_08
ORD IDord-4e5dae90fc5945af9644efc93055514b
Source noteuspto-grants-2011_08