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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 347865Erstellt: 25. Oktober 2026

Methanol → 2-Bromo-1,3-dimethoxy-5-(methoxymethyl)benzene

https://huagongshe.com/reaction/347865

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTriethylamineHCID 8471—
EduktMethanesulfonyl chlorideHCID 31297—
EduktSodium MethoxideHCID 10942334—
Edukt(4-Bromo-3,5-dimethoxyphenyl)methanolHCID 11149289—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2-Bromo-1,3-dimethoxy-5-(methoxymethyl)benzeneHCID 2308094099,5%

Reaktionsschritte

Mesyl chloride (34.5 mL, 446 mmol) was added to a solution of (4-bromo-3,5-dimethoxyphenyl)methanol (100 g, 405 mmol) and triethylamine (67.5 mL, 484 mmol) in 1.2-dimethoxyethane (1000 mL) while cooling with ice, and the reaction mixture was stirred for 30 minutes. After adding a 28% sodium methoxide in methanol (350 mL, 1.72 mol) to the reaction mixture, it was further stirred for 3 hours at room temperature. Upon completion of the reaction, toluene (1000 mL) and water (1000 mL) were added to the reaction mixture, the aqueous layer was removed, and the organic extract was washed with water (1000 mL), 1N hydrochloric acid (500 mL) and water (500 mL) in that order and concentrated under reduced pressure to afford 105 g of the title compound as a colorless oil (99.5% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07176216B2
Quelldatensatzuspto-grants-2007_02
ORD IDord-010d34d98dd24f95b563cc8a7cdee595
Quellennotizuspto-grants-2007_02