Reaktion #1145563

Reaktionsgleichung

water

N-hydroxysuccinimide

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

3-bromo-4-(methoxycarbonyl)benzoic acid

→

2-bromo-4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]benzoic acid methyl ester

Ausbeute 99.6%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe solution was concentrated in vacuo
2. 2
   Sonstigeto remove tetrahydrofuran
3. 3
   ExtraktionThe mixture was extracted with ethyl acetate
4. 4
   Trocknenthe extracts were dried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated under reduced pressure

Vorschrift

A solution of 3-bromo-4-(methoxycarbonyl)benzoic acid (Example 76; 1.60 g, 6.2 mmol) in tetrahydrofuran (30 mL) was cooled to 10° C. and N-hydroxysuccinimide (781 mg, 6.8 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.20 g, 6.5 mmol) were added. The solution was allowed to stir at room temperature overnight, then water was added and the solution was concentrated in vacuo to remove tetrahydrofuran. The mixture was extracted with ethyl acetate and the extracts were dried (MgSO4), filtered and evaporated under reduced pressure to furnish 2-bromo-4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]benzoic acid methyl ester (2.20 g, quantitative yield).

Quelle