Reaction #985277

Reaction equation

p-Bromo-β-phenylalanine

sodium hydroxide

acetic anhydride

sodium hydroxide

HCl

→

acetyl-p-bromo-β-phenylalanine

Yield 102.3%

Solvents

water

Conditions

Workup

1. 1
   workup.STIRRINGstirred for one hour
2. 2
   Otherthe resulting precipitated crystal
3. 3
   Filtrationwas filtered
4. 4
   Otherdried under reduced pressure

Procedure

p-Bromo-β-phenylalanine (10.0 g, 41 mmol) was mixed with 40 ml of water and adjusted to pH 14 with 25% sodium hydroxide aqueous solution. After being cooled to 5° C., 8.5 ml of acetic anhydride (90 mmol) and 25% sodium hydroxide aqueous solution were simultaneously dropped into the mixture to keep it at a pH range of 11.5˜12 and the resulting mixture was stirred for 3 hours at a room temperature. After the mixture was adjusted to pH 2 with conc. HCl and stirred for one hour, the resulting precipitated crystal was filtered and dried under reduced pressure to give quantitatively 12.0 g of acetyl-p-bromo-β-phenylalanine.

Source