تفاعل #985279

ord-d93e525489a04c64af5d128c8b79cc36

معادلة التفاعل

N[C@H](CC(=O)O)c1ccc([N+](=O)[O-])cc1
p-Nitro-β-phenylalanine
[Na+].[OH-]
sodium hydroxide
CC(=O)OC(C)=O
acetic anhydride
[Na+].[OH-]
sodium hydroxide
Cl
HCl
CC(=O)N[C@H](CC(=O)O)c1ccc([N+](=O)[O-])cc1
acetyl-p-nitro-β-phenylalanine
المردود 96.9%

المذيبات

ظروف التفاعل

درجة الحرارة
5°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGstirred for one hour
  2. 2
    أخرىthe resulting precipitated crystal
  3. 3
    ترشيحwas filtered
  4. 4
    أخرىdried under reduced pressure

الإجراء التجريبي

p-Nitro-β-phenylalanine (10.0 g, 48 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., 10.7 ml of acetic anhydride (105 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 1.5 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 11.6 g of acetyl-p-nitro-β-phenylalanine at a yield of 96.9%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07351571B2uspto-grants-2008_04