Glycol diglycidyl ether → HCID 20393562, compound

HRID 1862923Notes

Reaction equation

HRID 1862923 reaction equation
[CH2:1]([NH:5][CH:6]1[CH2:11][C:10]([CH3:13])([CH3:12])[NH:9][C:8]([CH3:15])([CH3:14])[CH2:7]1)[CH2:2][CH2:3][CH3:4].[O:16]1[CH2:27][CH:17]1[CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH:24]1[O:26][CH2:25]1>CO>[CH2:1]([N:5]([CH2:25][CH:24]([OH:26])[CH2:23][O:22][CH2:21][CH2:20][O:19][CH2:18][CH:17]([OH:16])[CH2:27][N:5]([CH:6]1[CH2:7][C:8]([CH3:15])([CH3:14])[NH:9][C:10]([CH3:12])([CH3:13])[CH2:11]1)[CH2:1][CH2:2][CH2:3][CH3:4])[CH:6]1[CH2:7][C:8]([CH3:14])([CH3:15])[NH:9][C:10]([CH3:13])([CH3:12])[CH2:11]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 16683Glycol diglycidyl etherHCID 118285n-Butyl-2,2,6,6-tetramethyl-4-piperidinamine

Product 1

HCID 20393562HCID 20393562, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 6.4 g of 4-butylamino-2,2,6,6-tetramethylpiperidine and 2.6 g of ethylene glycol bis(2,3-epoxypropyl)ether in 50 ml of methanol was refluxed, with stirring for 5 hours. At the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure and then the residue was recrystallized from n-hexane, giving the desired compound in the form of white crystals melting at 81°-83° C. and boiling at 258°-262° C. at 0.06 mmHg.

Workup

  1. temperaturewas refluxed
  2. customAt the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure
  3. customthe residue was recrystallized from n-hexane

Sources & evidence

ORD record
ord-6f16fbfca63a4f27b81c00b88e2e372c
Source dataset
uspto-grants-1979_09
Patent number
US04166813

Reaction notes

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