تفاعل #1985942

معادلة التفاعل

4-acetoxy-6-bromo-3-methoxybenzaldehyde

triethylamine

methyl acrylate

→

desired product

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

المذيبات

ether

water

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled to room temperature
2. 2
   غسيلThe organic layer is washed with water, brine
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe residue is purified by HPLC
7. 7
   غسيلeluting with 33% ethyl acetate in hexanes

الإجراء التجريبي

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.

المصدر