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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404550Generated: October 27, 2026

Tert-Butylamine → 2-Bromo-4,6-dichlorophenol

https://huagongshe.com/reaction/1404550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
Reactant2,4-DichlorophenolHCID 8449—
ReactantBromineHCID 24408—
SolventTolueneHCID 1140—
Product2-Bromo-4,6-dichlorophenolHCID 20617467.3%

Reaction Conditions

Temperature-50 °C

Reaction Steps

To a solution of 2,4-dichloro-phenol (15 g, 19.02 mmol) in toluene (200 ml) was added bromine (5.1 ml, 184.04 mmol) dropwise at −50° C. Then tert.-butylamine (19.4 ml, 99.02 mmol) was added dropwise and the reaction mixture was stirred at −50° C. for 30 minutes. The reaction was quenched by addition of 38% aqueous NaHSO3 solution, the organic layer was separated and the aqueous layer was extracted two times with EtOAc. The combined organic extracts were dried with Na2SO4, filtered and evaporated to obtain the title compound as white solid (21.5 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912221B2
Source datasetuspto-grants-2014_12
ORD IDord-980b675e45254fd48fb6208ed927556a
Source noteuspto-grants-2014_12