Water → (1E)-1-(2,5,5-Trimethyl-1,3-dioxan-2-yl)-1,2-propanedione 1-(O-methyloxime)

HRID 2306150Notes

Reaction equation

HRID 2306150 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:8](=[O:10])[CH3:9])[C:5](=[O:7])[CH3:6].[OH:11][CH2:12][C:13]([CH3:17])([CH2:15]O)[CH3:14].S(=O)(=O)(O)O.O>C1(C)C=CC=CC=1>[CH3:1][O:2]/[N:3]=[C:4](/[C:8]1([CH3:9])[O:11][CH2:12][C:13]([CH3:17])([CH3:15])[CH2:14][O:10]1)\[C:5](=[O:7])[CH3:6]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 31344Neopentyl glycolHCID 536122Diacetyl(methoxyimino)methane

Product 1

HCID 88152585(1E)-1-(2,5,5-Trimethyl-1,3-dioxan-2-yl)-1,2-propanedione 1-(O-methyloxime)Yield 79%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20 g (0.14 mol) of pentane-2,3,4-trione 3-(O-methyloxime), 43.4 g (0.42 mol) of neopentyl glycol and 0.1 g of conc. sulfuric acid in 80 ml of toluene were heated at the boil on a water separator at a pressure of 800 mbar for 2 hours. The mixture was extracted with water and toluene and then worked up as in Example 4b). This gave 30 g of an oil of a purity of 84% (yield 79%).

Workup

  1. extractionThe mixture was extracted with water and toluene

Sources & evidence

ORD record
ord-08021bb363a84680bb15b9f49f1d628d
Source dataset
uspto-grants-2002_08
Patent number
US06441236B1

Reaction notes

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