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

HRID 972013Notes

Reaction equation

HRID 972013 reaction equation
[CH3:1][C:2]1([CH3:16])[NH:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:4]2([NH:8][C:7](=[O:9])[NH:6][C:5]2=[O:10])[CH2:3]1.[O:17]1[CH2:41][CH:18]1[CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([C:30]2[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH:38]3[O:40][CH2:39]3)=[CH:32][CH:31]=2)([CH3:29])[CH3:28])=[CH:23][CH:22]=1.[OH-:42].[K+]>C(O)C>[OH:17][CH:18]([CH2:41][N:6]1[C:5](=[O:42])[C:4]2([CH2:3][C:2]([CH3:1])([CH3:16])[NH:13][C:12]([CH3:15])([CH3:14])[CH2:11]2)[NH:8][C:7]1=[O:9])[CH2:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([C:27]([C:30]2[CH:31]=[CH:32][C:33]([O:36][CH2:37][CH:38]([OH:40])[CH2:39][N:6]3[C:5](=[O:10])[C:4]4([CH2:3][C:2]([CH3:16])([CH3:1])[NH:13][C:12]([CH3:15])([CH3:14])[CH2:11]4)[NH:8][C:7]3=[O:9])=[CH:34][CH:35]=2)([CH3:29])[CH3:28])=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 2286Bisphenol A diglycidyl etherHCID 14797Potassium HydroxideHCID 12680667,7,9,9-Tetramethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione

Product 1

HCID 234627182,2-Bis{4-[2-hydroxy-3-(7,7,9,9-tetramethyl-2,4-dioxo-1,3,8-triazaspiro[4.5]dec-3-yl)propoxy]phenyl}propane

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

24.0 g of 7,7,9,9-tetramethyl-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 reacted in 400 ml of 50% v/v aqueous ethanol, following the procedure described in Example 1. The desired Compound No. 1 was obtained in the form of crystals melting at 117°-119° C.

Sources & evidence

ORD record
ord-f6b5b13713ed46929ecfabf11b87eb91
Source dataset
uspto-grants-1979_07
Patent number
US04162246

Reaction notes

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