Potassium Hydroxide → Bis[2-hydroxy-3-(7,7,8,9,9-pentamethyl-2,4-dioxo-1,3,8-triazaspiro[4.5]dec-3-yl)propyl]phthalate

HRID 972017Notes

Reaction equation

HRID 972017 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.[O:18]1[CH2:37][CH:19]1[CH2:20][O:21][C:22](=[O:36])[C:23]1[C:24](=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:25]([O:27][CH2:28][CH:29]1[O:31][CH2:30]1)=[O:26].[OH-:38].[K+]>CN(C)C=O>[OH:18][CH:19]([CH2:37][N:6]1[C:5](=[O:38])[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](=[O:36])[C:23]1[C:24](=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:25]([O:27][CH2:28][CH:29]([OH:31])[CH2:30][N:6]1[C:5](=[O:10])[C:4]2([CH2:3][C:2]([CH3:17])([CH3:1])[N:13]([CH3:14])[C:12]([CH3:16])([CH3:15])[CH2:11]2)[NH:8][C:7]1=[O:9])=[O:26]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 626291,2-Bis(2-oxiranylmethyl) 1,2-benzenedicarboxylateHCID 204818537,7,8,9,9-Pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione

Product 1

HCID 86736589Bis[2-hydroxy-3-(7,7,8,9,9-pentamethyl-2,4-dioxo-1,3,8-triazaspiro[4.5]dec-3-yl)propyl]phthalate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

24.0 g of 7,7,8,9,9-pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 12.0 g of bis(2,3-epoxypropyl)phthalate and 0.5 g of potassium hydroxide were reacted in 200 ml of N,N-dimethylformamide, following substantially the same procedure as in Example 1. The desired Compound No. 130 was obtained in the form of a white powder, having an Rf value of 0.47 on thin-layer chromatography on silica gel using a 8:1:1:1 by volume mixture of ethyl acetate, benzene, ethanol and triethylamine as developing solvent.

Sources & evidence

ORD record
ord-13fb8b2cf419456bb43cc66ff60a58d0
Source dataset
uspto-grants-1979_07
Patent number
US04162246

Reaction notes

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