Reaction #985278

Reaction equation

p-nitro-benzaldehyde

malonic acid

Acetic acid

ammonium acetate

ammonium acetate

→

p-nitro-β-phenylalanine

Yield 52.0%

Solvents

2-propanol

Conditions

Workup

1. 1
   Temperatureheated at 90° C.
2. 2
   TemperatureAfter being cooled to room temperature
3. 3
   FiltrationThe precipitated crystal was filtered
4. 4
   Washto slurry washing with 100 ml of ethanol
5. 5
   Filtrationfiltered again
6. 6
   Otherdried under reduced pressure

Procedure

Acetic acid (110 ml) was mixed with 20.4 g of ammonium acetate (264 mmol) and heated to 85° C. After ammonium acetate was dissolved, the mixture was further mixed with 20.0 g of p-nitro-benzaldehyde (132 mmol) and 27.8 g of malonic acid (264 mmol) and heated at 90° C. with stirring for 5 hours. After being cooled to room temperature, the filtrate was mixed with 300 ml of 2-propanol. The precipitated crystal was filtered, subjected to slurry washing with 100 ml of ethanol, filtered again and dried under reduced pressure to give 14.4 g of p-nitro-β-phenylalanine at a yield of 52.0%.

Source