Isopropylamine → N-Isopropyl-p-vinylphenethylamine

HRID 1106130

Reaction equation

HRID 1106130 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].CCCCCC.C([Li])CCC.[CH:16]([C:18]1[CH:23]=[CH:22][C:21]([CH:24]=[CH2:25])=[CH:20][CH:19]=1)=[CH2:17]>CCCCCC>[CH:1]([NH:4][CH2:25][CH2:24][C:21]1[CH:22]=[CH:23][C:18]([CH:16]=[CH2:17])=[CH:19][CH:20]=1)([CH3:3])[CH3:2]

Participants

5

Procedure

In a 300 ml four necked flask equipped with a thermometer, a reflux condenser, an inlet for nitrogen and a stirrer were charged 1860 ml of dry n-hexane and 148 g of iso-propylamine. While stirring the mixture, 119 ml of a 15% n-butyllithium n-hexane solution were added dropwise thereto. During the addition, the temperature was maintained at 5° C. to 7° C. The color of the solution was changed from colorless to pale yellow. After 10 minutes, 325 g of p-divinylbenzene having a purity of 96% were added to the mixture, whereby the color of the reaction mixture was changed to brown. Then, the inner temperature was elevated to 45° C., at which the reaction was continued for 6 hours. After the reaction, the reaction was terminated with ethanol and the solvent was evaporated. The residue was poured into 2 l of n-hexane and the insoluble are filtered off, followed by evaporation and distillation, whereby there were obtained 230 g of the product having a boiling point of 62° C.-64° C./0.08 mmHg.

Workup

  1. additionwere added dropwise
  2. additionDuring the addition
  3. temperaturethe temperature was maintained at 5° C. to 7° C
  4. customwas elevated to 45° C., at which
  5. waitwas continued for 6 hours
  6. customAfter the reaction
  7. customthe reaction was terminated with ethanol
  8. customthe solvent was evaporated
  9. additionThe residue was poured into 2 l of n-hexane
  10. filtrationthe insoluble are filtered off
  11. customfollowed by evaporation and distillation

Sources & evidence

ORD record
ord-f9a5bc7a1a1643b194ed7fc5edc01fce
Source dataset
uspto-grants-1982_01
Patent number
US04311799

Linked notes

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