Reaction #84404

Reaction equation

tert-butyl (2-fluoro-5-morpholinophenyl)carbamate

HCl

→

title compound

Yield 57.0%

2-fluoro-5-morpholinoaniline

Yield 57.0%

Conditions

Workup

1. 1
   Concentrationconcentrated in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in water (150 mL)
3. 3
   Extractionextracted with CH2Cl2 (100 mL×3)
4. 4
   WashThe combined organic phases were washed with brine (150 mL)
5. 5
   Dryingdried over anhydrous Na2SO4
6. 6
   Concentrationconcentrated in vacuo

Procedure

A mixture of tert-butyl (2-fluoro-5-morpholinophenyl)carbamate (0.93 g, 3.14 mmol) and a solution of HCl (31 mL, 31 mmol, 1 M in MeOH) was stirred at rt overnight, then concentrated in vacuo. The residue was dissolved in water (150 mL). The soltution was basified with saturated Na2CO3 aqueous solution and extracted with CH2Cl2 (100 mL×3). The combined organic phases were washed with brine (150 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a light brown solid (0.35 g, 57%).

Source