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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 501712Erstellt: 25. Oktober 2026

1,2-Dichloroethane → 2-Bromo-N-methoxy-N,5-dimethylbenzamide

https://huagongshe.com/reaction/501712

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Edukt2-Bromo-5-methylbenzoic acidHCID 228080—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Bromo-N-methoxy-N,5-dimethylbenzamideHCID 5341669755%

Reaktionsschritte

Step AI (1): To a solution of 2-bromo-5-methylbenzoic acid (1000.0 mg, 4.65 mmol) in DMF (100 mL) were added N,O-dimethylhydroxylamine hydrochloride (454 mg, 4.65 mmol), EDC (891 mg, 4.65 mmol), and HOBT (628 mg, 4.65 mmol). The reaction mixture was stirred at rt for 2.5 days. The reaction mixture was diluted with water and extracted with EtOAc. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuum. The residue was purified by silica gel chromatography to give 2-bromo-N-methoxy-N,5-dimethylbenzamide (656 mg, 55%) as a colorless oil. LC-MS (M+H)+=258.21.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07772221B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-8650cec7e005429a8345bcad56f16495
Quellennotizuspto-grants-2010_08