Bisphenol A diglycidyl ether → 2,2-Bis{4-[2-hydroxy-3-(7,7,8,9,9-pentamethyl-2,4-dioxo-1,3,8-triazaspiro[4.5]dec-3-yl)propoxy]phenyl}propane

HRID 972012Notes

Reaction equation

HRID 972012 reaction equation
[CH3:1][C:2]1([CH3:17])[N:13]([CH3:14])[C:12]([CH3:16])([CH3:15])[CH2:11][C:4]2([NH:8][C:7](=[O:9])[NH:6][C:5]2=[O:10])[CH2:3]1.O1[CH2:42][CH:19]1[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH:39]3[O:41][CH2:40]3)=[CH:33][CH:32]=2)([CH3:30])[CH3:29])=[CH:24][CH:23]=1.[OH-:43].[K+]>CO>[OH:43][CH:19]([CH2:42][N:6]1[C:5](=[O:10])[C:4]2([CH2:3][C:2]([CH3:1])([CH3:17])[N:13]([CH3:14])[C:12]([CH3:16])([CH3:15])[CH2:11]2)[NH:8][C:7]1=[O:9])[CH2:20][O:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH:39]([OH:41])[CH2:40][N:6]3[C:5](=[O:10])[C:4]4([CH2:3][C:2]([CH3:17])([CH3:1])[N:13]([CH3:14])[C:12]([CH3:16])([CH3:15])[CH2:11]4)[NH:8][C:7]3=[O:9])=[CH:33][CH:32]=2)([CH3:29])[CH3:30])=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 2286Bisphenol A diglycidyl etherHCID 14797Potassium HydroxideHCID 204818537,7,8,9,9-Pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione

Product 1

HCID 203967802,2-Bis{4-[2-hydroxy-3-(7,7,8,9,9-pentamethyl-2,4-dioxo-1,3,8-triazaspiro[4.5]dec-3-yl)propoxy]phenyl}propane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

26.3 g of 7,7,8,9,9-pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 17.0 g of 2,2-bis[p-(2,3-epoxypropoxy)phenyl]propane and 0.5 g of potassium hydroxide were added to 200 ml of methanol, and the mixture was refluxed for 8 hours. After completion of the reaction, the mixture was allowed to cool and the crystals which precipitated were washed with methanol and then recrystallized from benzene to give Compound No. 2 in the form of white crystals melting at 241°-244° C.

Workup

  1. temperaturethe mixture was refluxed for 8 hours
  2. customAfter completion of the reaction
  3. temperatureto cool
  4. customthe crystals which precipitated
  5. washwere washed with methanol
  6. customrecrystallized from benzene
  7. customto give Compound No

Sources & evidence

ORD record
ord-fe543f9d15554ec8be3b7602a5cb5e74
Source dataset
uspto-grants-1979_07
Patent number
US04162246

Reaction notes

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