HCID 57710680, compound → 4-(Propan-2-yl)-N-[4-(propan-2-yl)phenyl]aniline

HRID 1982744Notes

Reaction equation

HRID 1982744 reaction equation
C([N:4]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=1)[C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH3:13])[CH3:12])=[CH:7][CH:6]=1)(=O)C>C(O)C>[CH:20]([C:17]1[CH:18]=[CH:19][C:14]([NH:4][C:5]2[CH:6]=[CH:7][C:8]([CH:11]([CH3:13])[CH3:12])=[CH:9][CH:10]=2)=[CH:15][CH:16]=1)([CH3:22])[CH3:21]

Participants

3

Reactant 1

HCID 57710680HCID 57710680, compound

Product 1

HCID 147626464-(Propan-2-yl)-N-[4-(propan-2-yl)phenyl]aniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Acetyl-N,N-di(4-isopropylphenyl)amine (5.4 g, 18.4 mmol) are heated to reflux in 100 ml of 20% aqueous ethanol. The reaction is monitored by thin-layer chromatography. After 30 h, no reactant is any longer detectable in the TLC. The ethanolic solution is poured into dist. water, and the brownish precipitate is filtered off with suction, dissolved in dichloromethane and dried with sodium sulphate. The solution is concentrated and chromatographed through a short silica gel column with 50% dichloromethane in hexane. The product fractions are concentrated to dryness and the product is dried under reduced pressure.

Workup

  1. additionThe ethanolic solution is poured into dist
  2. filtrationwater, and the brownish precipitate is filtered off with suction
  3. dissolutiondissolved in dichloromethane
  4. dry with materialdried with sodium sulphate
  5. concentrationThe solution is concentrated
  6. customchromatographed through a short silica gel column with 50% dichloromethane in hexane
  7. concentrationThe product fractions are concentrated to dryness
  8. customthe product is dried under reduced pressure

Sources & evidence

ORD record
ord-8826973177f346569a29a8230f5bbb3c
Source dataset
uspto-grants-2009_06
Patent number
US07540978B2

Reaction notes

Loading…