Reaktion #1124222

Reaktionsgleichung

3-bromo-4-(methoxycarbonyl)benzoic acid

NH4Cl

HATU

DIPEA

→

methyl 2-bromo-4-carbamoylbenzoate

Ausbeute 52.0%

Lösungsmittel

Water

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with DCM
2. 2
   WaschenThe combined organic layers were washed with brine
3. 3
   Trocknendried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe residue was purified by column chromatography over silica gel
7. 7
   Wascheneluted with PE-EA (3:1)

Vorschrift

A mixture of 3-bromo-4-(methoxycarbonyl)benzoic acid (2.5 g, 9.69 mmol), NH4Cl (1.04 g, 19.38 mmol), HATU (5.5 g, 14.5 mmol), and DIPEA (5.2 mL, 29.1 mmol) in DCM (50 mL) was stirred for 3 h at rt. Water was added and the mixture was extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica gel eluted with PE-EA (3:1) to give methyl 2-bromo-4-carbamoylbenzoate (1.3 g; yield 52%) as a white solid. MS: m/z=257.9 (M+1, ESI+).

Quelle