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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250748Generated: October 25, 2026

Water → (5-Chloro-2-nitrophenyl)-(1-(R)-methyl-2,2-dimethylpropyl)amine

https://huagongshe.com/reaction/250748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-2-fluoro-1-nitrobenzeneHCID 69691—
Reactant(R)-3,3-Dimethyl-2-aminobutaneHCID 5324845—
SolventTetrahydrofuranHCID 8028—
Product(5-Chloro-2-nitrophenyl)-(1-(R)-methyl-2,2-dimethylpropyl)amineHCID 66869060100.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

Add 2-(R)-amino-3,3-dimethylbutane (20 mL, 0.148 mol), potassium carbonate (14.3 g, 0.104 mol) and water (50 mL) to a solution of 4-chloro-2-fluoronitrobenzene (13.3 g, 0.076 mol) in THF (450 mL) and stir at 75° C. for 3 h Cool to ambient temperature. Concentrate to ½ volume, dilute with ethyl acetate and wash with 1N HCl (4×100 mL), water, saturated sodium bicarbonate, saturated sodium chloride, dry with magnesium sulfate and concentrate to give the title compound as an orange solid (19.6 g, quant).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863310B2
Source datasetuspto-grants-2011_01
ORD IDord-9f13736c3cc0452799f7c738cd081826
Source noteuspto-grants-2011_01