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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097012Generated: October 25, 2026

tert-Butanol → Tert-butyl 4-bromo-3,5-diethoxybenzoate

https://huagongshe.com/reaction/1097012

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-Bromo-3,5-diethoxybenzoic acidHCID 57930987—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 4-bromo-3,5-diethoxybenzoateHCID 57930980—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of 4-Bromo-3,5-diethoxybenzoic acid (2.8 g) in DMF (25 ml) was added CDI (1.8 g) at room temperature and the mixture was stirred at 40° C. for 2 h. To the reaction mixture, t-BuOH (1.85 ml) and DBU (1.752 ml) were added and further stirred at 40° C. for over night. After cooling to room temperature, the mixture was poured into ice-H2O and extracted with EtOAc. The organic layer was washed with H2O, brine and dried over sodium sulphate. After filtration and concentration, the residue was purified by silica gel column chromatography (hexane/EtOAc) to give the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138197B2
Source datasetuspto-grants-2012_03
ORD IDord-4cfa29ee4660479a8165d8785cc25a31
Source noteuspto-grants-2012_03