Reaction #2069924

ord-5971b1fea1034cda9ef8a0c487591110

Reaction equation

CC(=O)OC(C)=O
Acetic anhydride
CC(C)c1ccc(N)cc1
4-isopropylaniline
CC(=O)Nc1ccc(C(C)C)cc1
N-Acetyl-4-isopropylaniline

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureIn the course of this, intense heating of the reaction mixture
  2. 2
    workup.ADDITIONOn completion of the dropwise addition
  3. 3
    ConcentrationThe reaction mixture is concentrated to dryness
  4. 4
    Otherthe resulting, reddish-white solid is recrystallized from hexane

Procedure

Acetic anhydride (26.0 g, 254 mmol) is slowly added dropwise to a solution of 4-isopropylaniline (17.2 g, 127 mmol) in 80 ml of chloroform. In the course of this, intense heating of the reaction mixture occurs. On completion of the dropwise addition, the mixture is stirred at room temperature for another 2 h. The reaction mixture is concentrated to dryness and the resulting, reddish-white solid is recrystallized from hexane.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07540978B2uspto-grants-2009_06