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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1413794Erstellt: 25. Oktober 2026

Water → Ethyl 2-(3-chloro-4-bromobenzyl)-1,2-dihydro-1-oxophthalazin-4-ylacetate

https://huagongshe.com/reaction/1413794

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
EduktEthyl 2-(4-oxo-3,4-dihydrophthalazin-1-yl)acetateHCID 348622—
Edukt1-Bromo-4-(bromomethyl)-2-chlorobenzeneHCID 12947392—
LösungsmittelDimethylformamideHCID 6228—
ProduktEthyl 2-(3-chloro-4-bromobenzyl)-1,2-dihydro-1-oxophthalazin-4-ylacetateHCID 2049580733,8%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of ethyl 1,2-dihydro-1-oxophthalazin-4-ylacetate (11.5 g.) and sodium hydride (2.7 g.; 50% w/w dispersion in mineral oil) in dimethylformamide (125 ml.) was stirred at 60° C. for 1 hour under nitrogen. The solution obtained was cooled to room temperature and then 4-bromo-3-chlorobenzyl bromide (15.0 g.) was added, and the mixture stirred at 60° C. for 2 hours. After cooling to 25° C. the reaction mixture was poured into water (500 ml.). The aqueous mixture obtained was extracted with ethyl acetate (400 ml.). The extracts were washed with water, dried (MgSO4), and evaporated to give a solid, which was crystallised from propan-2-ol to yield ethyl 2-(3-chloro-4-bromobenzyl)-1,2-dihydro-1-oxophthalazin-4-ylacetate (7.3 g.), m.p. 142°-145° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04251528
Quelldatensatzuspto-grants-1981_02
ORD IDord-e988a28b607843c496bfe61fee60189b
Quellennotizuspto-grants-1981_02