Bisphenol A → HCID 20574264, compound

HRID 894483Notes

Reaction equation

HRID 894483 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.[CH2:18]([O:22][CH2:23][CH:24]=[CH2:25])[CH:19]1[O:21][CH2:20]1>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1>[CH2:23]([O:22][CH2:18][CH:19]([OH:21])[CH2:20][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH2:20][CH:19]([OH:21])[CH2:18][O:22][CH2:23][CH:24]=[CH2:25])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1)[CH:24]=[CH2:25]

Participants

4

Reactant 2

HCID 6623Bisphenol AHCID 7838Allyl glycidyl ether

Product 1

HCID 20574264HCID 20574264, compound

Reagents, catalysts & solvents 1

HCID 5963Benzyltrimethylammonium chlorideCatalyst

Conditions

Temperature
110 °C

Procedure

Bisphenol A (228 g; 1 mole), allyl glycidyl ether having an epoxide content of 8.64 equiv./kg (231.5 g; 2 equiv.), and benzyltrimethylammonium chloride (2 g) were stirred together and heated to 110° C., at which temperature an exothermic reaction commenced, the temperature rising spontaneously to 120° C. When the temperature began to fall, heating was resumed to keep the mixture at 120° C. After 11/2 hours at this temperature the mixture was heated at 150° C. for 3 hours. The residual mixture had an epoxide content of 0.20 equiv./kg, indicating that the reaction was essentially complete.

Workup

  1. customrising spontaneously to 120° C
  2. temperatureheating
  3. customat 120° C
  4. temperatureAfter 11/2 hours at this temperature the mixture was heated at 150° C. for 3 hours

Sources & evidence

ORD record
ord-5fbf1a4856914d32a6912e97d24f5cae
Source dataset
uspto-grants-1981_08
Patent number
US04284574

Reaction notes

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