Reaktion #2160085

Reaktionsgleichung

NaHSO3

bromine

N-[(2,6-dimethoxy-1-naphthalenyl)carbonyl]-N-methylglycine methyl ester

N-[(2,6-Dimethoxy-1-naphthalenyl)carbonyl]-N-methylglycine Methyl Ester

→

title compound

Ausbeute 67.0%

N-[(5-Bromo-2,6-dimethoxy-1-naphthalenyl)carbonyl]-N-methylglycine Methyl Ester

Ausbeute 67.0%

Lösungsmittel

water

acetic acid

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   FiltrationThe resulting precipitate was collected by filtration
3. 3
   Waschenwashed with water
4. 4
   Sonstigedried

Vorschrift

A solution of bromine (1.75 mL, 34.05 mmol) in acetic acid (40 mL) was added over 25 minutes to a stirred solution of N-[(2,6-dimethoxy-1-naphthalenyl)carbonyl]-N-methylglycine methyl ester (10.70 g, 33.72 mmol, described in Example 2) in acetic acid (120 mL). After an additional 10 minutes the reaction was diluted with water (900 mL) and NaHSO3 (2.0 g) was added. The resulting precipitate was collected by filtration, washed with water and dried to give 8.93 g (67% yield) of the title compound, m.p. 142°-144° C.

Quelle