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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385030Generated: October 27, 2026

Water → Methyl 3-t-butyl-4-hydroxy-5-iodobenzoate

https://huagongshe.com/reaction/385030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoromethanesulfonic acidHCID 62406—
ReactantN-IodosuccinimideHCID 120273—
ReactantMethyl 3-tert-butyl-4-hydroxybenzoateHCID 13207060—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-t-butyl-4-hydroxy-5-iodobenzoateHCID 1208481594.3%

Reaction Steps

Methyl 3-t-butyl-4-hydroxybenzoate (1.83 g) was dissolved in dichloromethane (24 mL) and methanol (3 mL), and N-iodosuccinimide (2.08 g) and trifluoromethanesulfonic acid (3 mL) were added to the solution, and then the mixture was stirred at room temperature for 15 minutes. Water was added to the reaction solution, and then the organic layer was separated. The organic layer was washed with 10% sodium thiosulfate and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (2.77 g) as a brown crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367843B2
Source datasetuspto-grants-2013_02
ORD IDord-5c22d3a8a061459990ebdc6a40e1ca1c
Source noteuspto-grants-2013_02