반응 #1985942

반응 방정식

4-acetoxy-6-bromo-3-methoxybenzaldehyde

triethylamine

methyl acrylate

→

desired product

Methyl 5-Acetoxy-2-formyl-4-methoxycinnamate

용매

ether

water

DMF

반응 조건

후처리

1. 1
   온도cooled to room temperature
2. 2
   세척The organic layer is washed with water, brine
3. 3
   건조dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue is purified by HPLC
7. 7
   세척eluting with 33% ethyl acetate in hexanes

실험 절차

To a degassed solution of 4-acetoxy-6-bromo-3-methoxybenzaldehyde (15.4 g), and bis(triphenylphosphine)palladium (11) (1.2 g) in DMF (150 ml) is added triethylamine (31.9 ml) and methyl acrylate (19.6 g). The mixture is heated 135° C. for about 1.5 hours, cooled to room temperature and diluted with ether and water. The organic layer is washed with water, brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by HPLC, eluting with 33% ethyl acetate in hexanes, then methylene chloride, to give the desired product.

출처