Hydrochloric Acid → 4-Bromo-3-methoxycinnamic acid

Temperatur

90 °C

To a solution of 1-bromo-4-iodo-2-methoxybenzene (L. A. Hasvold et al, US 2004/0254159, EXAMPLE 57B) (33.45 g, 107 mmol) in MeCN (100 mL) was added acrylic acid (9.61 g, 133 mmol), Et3N (37.2 mL, 267 mmol) and palladium acetate (719 mg, 3.2 mmol). The reaction mixture was heated to 90° C. for 40 minutes, cooled to RT and poured into 2.4 L 1M HCl. After stirring for 30 minutes, the solid was filtered, heated to reflux in EtOH (230 mL), allowed to cool to RT and stirred overnight. The solid was filtered and washed with 1:1 EtOH hexane (50 mL) to give desired product. LRMS ESI+ (M+H)+257.0.

1. temperaturecooled to RT
2. filtrationthe solid was filtered
3. temperatureheated
4. temperatureto reflux in EtOH (230 mL)
5. temperatureto cool to RT
6. stirringstirred overnight
7. filtrationThe solid was filtered
8. washwashed with 1:1 EtOH hexane (50 mL)

ORD-Eintrag

ord-2fa9947f028c4ade94fef91a49981a77

Quelldatensatz

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08138164B2