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

HRID 972020Notes

Reaction equation

HRID 972020 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[CH2:53][CH:19]1[CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][O:30][CH2:31][CH2:32][O:33][CH2:34][CH2:35][O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][O:42][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH2:49][CH:50]1[O:52][CH2:51]1.[OH-:54].[K+]>CO>[OH:18][CH:19]([CH2:53][N:6]1[C:5](=[O:54])[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][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][O:30][CH2:31][CH2:32][O:33][CH2:34][CH2:35][O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][O:42][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH2:49][CH:50]([OH:52])[CH2:51][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]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 4347345Nonaethylene glycol diglycidyl etherHCID 204818537,7,8,9,9-Pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione

Product 1

HCID 131711584Nonaethylene glycol bis[2-hydroxy-3-(7,7,8,9,9-pentamethyl-2,4-dioxo-1,3,8-triazaspiro[4.5]dec-3-yl)propyl]ether

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.8 g of 7,7,8,9,9-pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 5.3 g of nonaethylene glycol bis(2,3-epoxypropyl)ether and 0.1 g of potassium hydroxide were reacted in 100 ml of methanol, following substantially the same procedure as in Example 1. The desired Compound No. 169 was obtained in the form of a colourless, viscous liquid, having an Rf value of 0.38 on thin-layer chromatography on silica gel using a 2:1:0.03 by volume mixture of ethyl acetate, methanol and triethylamine as developing solvent.

Sources & evidence

ORD record
ord-dd2151e8c79e405d93152f9258244baf
Source dataset
uspto-grants-1979_07
Patent number
US04162246

Reaction notes

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