Ethanol → Bisphenol A

HRID 1413540Notes

Reaction equation

HRID 1413540 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.C(O)C.[CH3:21][N:22]([CH3:27])[CH2:23][CH2:24][CH2:25]N.C(N)([NH2:31])CC>C(O)C.O>[CH3:21][N:22]([CH3:27])[CH:23]([NH2:31])[CH2:24][CH3:25].[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 702Ethanol2×HCID 6623Bisphenol A3×HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 149540721,1-Propanediamine

Product 2

HCID 6623Bisphenol AHCID 169191N,N-Dimethylpropanediamine

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent2×

Procedure

A 0.05 mole sample of bis-phenol A was dissolved in an ethanol-water solution containing 95% ethanol. This solution then was added dropwise to a 0.05 mole fraction of N,N-dimethyl-1,3-propanediamine sample dispersed in 50 milliliters of an ethanol-water solution containing 95% ethanol. The addition of the bis-phenol A fraction to the propanediamine sample was at room temperature (70° F.) over a 15 minute period. There was a slight exotherm during the addition. After all the bis-phenol A was added, the solution was stirred for an hour and then the solvent flashed using a rotary vacuum distillation apparatus. The residual solids were transferred to a vacuum oven to dry, and a N,N-dimethylpropanediamine salt of bis-phenol A was obtained.

Workup

  1. customwas at room temperature
  2. custom(70° F.)
  3. customover a 15 minute
  4. additionduring the addition
  5. distillationa rotary vacuum distillation apparatus
  6. customto dry

Sources & evidence

ORD record
ord-658c1f9f59a64f80b56791fc6585e1e4
Source dataset
uspto-grants-1981_02
Patent number
US04250293

Reaction notes

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