Potassium Hydroxide → 4-Aminostyrene

HRID 1086794Notes

Reaction equation

HRID 1086794 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH3:9])=[CH:4][CH:3]=1.[OH-].[K+]>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH2:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 857534-Amino-alpha-methylbenzenemethanol

Product 1

HCID 737004-Aminostyrene

Procedure

Dehydration of 9.2 g of p-aminophenylethanol (Chem. Abs., vol. 59:3797f) was done by heating with 8.8 g of KOH in the flame of a Bunsen burner under a nitrogen atmosphere (about 6 mm pressure). The product was collected by cooling with a Dry Ice-acetone bath. The solution was extracted with ether, dried over KOH and filtered. Evaporation of the ether gave p-aminostyrene, which was characterized by IR and NMR; the yield was 6.4 g.

Workup

  1. temperatureflame of a Bunsen burner under a nitrogen atmosphere (about 6 mm pressure)
  2. customThe product was collected
  3. temperatureby cooling with a Dry Ice-acetone bath
  4. extractionThe solution was extracted with ether
  5. dry with materialdried over KOH
  6. filtrationfiltered
  7. customEvaporation of the ether

Sources & evidence

ORD record
ord-30917aeb545049509f712cf8e6160e9d
Source dataset
uspto-grants-1991_07
Patent number
US05032572

Reaction notes

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