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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269556Generated: October 26, 2026

tert-Butanol → 1,1-Dimethylethyl 3-bromo-5-iodobenzoate

https://huagongshe.com/reaction/269556

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
Reactant3-Bromo-5-iodobenzoic acidHCID 5182520—
Reactant1-(3-Dimethylaminopropyl)ethylcarbodiimide hydrochlorideHCID 21982921—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product1,1-Dimethylethyl 3-bromo-5-iodobenzoateHCID 57485973—

Reaction Steps

A mixture of 3-bromo-5-iodobenzoic acid (50 g, 153 mmol), 1-(3-dimethylaminopropyl)-ethylcarbodiimide hydrochloride (30.8 g, 153 mmol), 4-dimethylaminopyridine (18.6 g, 153 mmol) and t-butanol (69.4 g, 90 ml, 153 mmol) in dichloromethane (500 ml) was stirred at room temperature overnight. The reaction mixture was washed with 2MHCl and saturated NaHCO3. The organic phase was dried and evaporated to give the title compound as a light brown solid. (48 g; 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-9d41c9fb650b4654bde723322a0a2f97
Source noteuspto-grants-2008_11