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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754932Generated: October 28, 2026

Water → HCID 63333977, compound

https://huagongshe.com/reaction/1754932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantBenzenamine, 3-bromo-4-methyl-HCID 82187—
ReactantEthanol, 1-bromo-HCID 14202443—
SolventTolueneHCID 1140—
ProductHCID 63333977HCID 6333397762.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

Triethylamine (0.28 mL, 2.00 mmol) and bromoethanol (0.14 mL, 1.98 mmol) were added to a solution of 3-bromo-4-methyl-phenylamine (240 mg, 1.29 mmol) in toluene (2 ml). The mixture was stirred at 100° C. overnight and H2O was then added, followed by extraction with AcOEt (×2). The organic layers were combined and sequentially washed with H2O and saturated brine, and then dried over Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane/AcOEt) to give 2-(3-bromo-4-methyl-phenylamino)-ethanol (185 mg, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169254B2
Source datasetuspto-grants-2015_10
ORD IDord-df06129f810d4fa78261f028e46c3f96
Source noteuspto-grants-2015_10