Reaction #1929023

Reaction equation

3-Nitrophenyl benzoate

tin (II) chloride dihydrate

sodium carbonate

→

3-aminophenyl benzoate

Yield 100.0%

Solvents

ethanol

Conditions

Workup

1. 1
   OtherThe reaction crude
2. 2
   Temperatureto cool to room temperature
3. 3
   ExtractionThe crude material was extracted with dichloromethane (3×50 mL), magnesium sulfate
4. 4
   workup.ADDITIONwas added to the organic phase
5. 5
   Filtrationfiltered
6. 6
   Otherthe solvent was removed under reduced pressure

Procedure

3-Nitrophenyl benzoate (2.7080 g, 11.144 mmol) and tin (II) chloride dihydrate (12.564 g, 55.720 mmol) were dissolved in 60 mL of ethanol and heated at 100° C. for 1 hour. The reaction crude was allowed to cool to room temperature, and an aqueous solution of sodium carbonate was added until pH 8. The crude material was extracted with dichloromethane (3×50 mL), magnesium sulfate was added to the organic phase, filtered and the solvent was removed under reduced pressure, thus affording 2.374 g (11.143 mmol, yield=100%) of 3-aminophenyl benzoate.

Source