Reaction #7501

Reaction equation

title compound

Methyl (2E)-[(2-chlorophenyl)hydrazono]acetate

N-bromosuccinimide

→

title compound

Yield 71.3%

Methyl (2Z)-bromo[(2-chlorophenyl)hydrazono]acetate

Yield 71.3%

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   ConcentrationThe mixture was concentrated
2. 2
   Extractionextracted with hexane
3. 3
   Concentrationthe hexane solution was concentrated

Procedure

To a solution of the title compound of Step A (16.5 g, 77 mmol) in tetrahydrofuran (150 mL) was added N-bromosuccinimide (13.7 g, 77 mmol) and the mixture was stirred at ambient temperature for 2 hours. The mixture was concentrated and extracted with hexane and the hexane solution was concentrated to give the title compound of Step B (16 g) as an orange solid.

Source