Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 501713Erstellt: 25. Oktober 2026

Diisobutylaluminum hydride → 2-Bromo-5-methylbenzaldehyde

https://huagongshe.com/reaction/501713

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisobutylaluminum hydrideHCID 14487—
Edukt2-Bromo-N-methoxy-N,5-dimethylbenzamideHCID 53416697—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Bromo-5-methylbenzaldehydeHCID 1184589699%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

Step AI (2): 2-Bromo-N-methoxy-N,5-dimethylbenzamide (656 mg, 2.54 mmol) was dissolved in THF (20 mL). The reaction mixture was cooled down to −78° C. and a 1.0M solution of DIBAL-H (7.62 mL, 7.62 mmol) was added. The reaction mixture was stirred at −78° C. for 1 h. The reaction was quenched with acetone and stirred at rt with Rochelle's salt. The mixture was extracted with DCM. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuum to yield 2-bromo-5-methylbenzaldehyde (500 mg, 99%) as a colorless oil. LC-MS (M+H)+=199.21.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07772221B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-6006656d4a0b46e5a31a75ba3e62c9e5
Quellennotizuspto-grants-2010_08