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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673349Generated: October 26, 2026

t-Butyl bromide → Tert-butyl 2-nitro-4-phenoxybenzoate

https://huagongshe.com/reaction/1673349

Reaction equation

Participants

RoleNameHCIDCharge
Reactantt-Butyl bromideHCID 10485—
ReactantPotassium CarbonateHCID 11430—
ReactantDimethylacetamideHCID 31374—
Reactant2-Nitro-4-phenoxybenzoic acidHCID 17989326—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 2-nitro-4-phenoxybenzoateHCID 67342192—

Reaction Conditions

Temperature55 °C

Reaction Steps

9.9 g of potassium carbonate, 0.82 g of benzyltriethyl-ammonium chloride and 21 mL of 2-bromo-2-methylpropane were added to 14 mL of N,N-dimethylacetamide solution containing 0.93 g of 2-nitro-4-phenoxybenzoic acid at room temperature and stirred at 55° C. for 18 hours. After the reaction mixture was cooled to room temperature, water and ethyl acetate were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium hydrogen carbonate aqueous solution, 10% citric acid aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure to obtain 0.86 g of tert-butyl 2-nitro-4-phenoxybenzoate as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-9b0ee9658cf344ea805af8881975cceb
Source noteuspto-grants-2011_08