Reaction #355744

Reaction equation

5-fluoro-2-nitrotoluene

N-methylpyrrolidinone

5-amino-1-pentanol

K2CO3

→

5-(4-nitro-3-methylphenylamino)pentan-1-ol

Yield 77.5%

Solvents

water

Conditions

Workup

1. 1
   Temperatureafter cooling to room temperature
2. 2
   OtherThe yellow precipitate formed
3. 3
   Filtrationwas filtered off
4. 4
   Dryingdried over P2O5

Procedure

2 g of 5-fluoro-2-nitrotoluene were added to a solution of 20 ml of N-methylpyrrolidinone, 1.6 g of 5-amino-1-pentanol and 2.14 g of K2CO3. The reaction medium was heated at 60° C. for 8 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, reslurried in water and then dried over P2O5. 2.38 g of 5-(4-nitro-3-methylphenylamino)pentan-1-ol (17) were obtained.

Source