Glycidol → HCID 20487774, compound

HRID 1995726Notes

Reaction equation

HRID 1995726 reaction equation
[CH3:1][C:2]1([CH3:19])[NH:16][C:15]([CH3:18])([CH3:17])[CH2:14][C:4]2([O:8][C:7]([CH2:11][CH3:12])([CH2:9][CH3:10])[NH:6][C:5]2=[O:13])[CH2:3]1.[CH2:20]1[O:22][CH:21]1[CH2:23][OH:24].[OH-:25].[Na+]>Cl.C(O)CC.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]>[CH3:18][C:15]1([CH3:17])[N:16]([CH2:9][CH:7]([OH:8])[CH2:11][OH:25])[C:2]([CH3:1])([CH3:19])[CH2:3][C:4]2([O:8][C:7]([CH2:9][CH3:10])([CH2:11][CH3:12])[N:6]([CH2:20][CH:21]([OH:22])[CH2:23][OH:24])[C:5]2=[O:13])[CH2:14]1

Participants

7

Reactant 3

HCID 11164Glycidol2×HCID 14798Sodium HydroxideHCID 64548482,2-Diethyl-7,7,9,9-tetramethyl-1-oxa-3,8-diazaspiro(4.5)decan-4-one

Product 1

HCID 20487774HCID 20487774, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 21218Trioctylmethylammonium chlorideCatalystHCID 10311-PropanolSolvent

Conditions

Temperature
80 °C

Procedure

13.4 g (1/20 mole) of 7,7,9,9-tetramethyl-2,2-diethyl-1-oxa-3,8-diaza-spiro[4.5]decan-4-one, 3.7 g (1/20 mole) of glycidol and 1 drop of concentrated HCl in 60 ml of propanol were stirred for 10 hours at 80° C. A further 3.7 g of glycidol, 0.2 g of tricaprylmethylammonium chloride and 0.3 g of 50% strength NaOH were then added, after which the mixture was stirred for a further 15 hours at 80° C. The mixture was then filtered and the filtrate evaporated to dryness.

Workup

  1. filtrationThe mixture was then filtered
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-53cdd195f6b64246b63766b3cee10575
Source dataset
uspto-grants-1983_09
Patent number
US04405735

Reaction notes

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