Sodium Sulfate → 1,3-Dioxolane-2-ethanol, 2-methyl-

HRID 2352385Notes

Reaction equation

HRID 2352385 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]1[CH2:18][O:17][C:9]([CH3:16])([CH2:10][C:11](OCC)=[O:12])[O:8]1.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)C>[CH2:7]1[CH2:18][O:17][C:9]([CH2:10][CH2:11][OH:12])([CH3:16])[O:8]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 80865Ethyl acetoacetate ethyleneglycol ketalHCID 21226445Aluminium lithium hydride

Product 1

HCID 5383821,3-Dioxolane-2-ethanol, 2-methyl-Yield 98.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

Lithium aluminium hydride (2 g, 51 mmol) is added in small portions to anhydrous ethyl ether (200 cc). The mixture is cooled to 0° C. and ethyl 3,3-ethylenedioxybutanoate (3 g, 17 mmol) is then added over 10 minutes as a solution in anhydrous ethyl ether (10 cc). The mixture is stirred for 2 hours 30 minutes at a temperature in the region of 20° C. and is then hydrolysed by adding a saturated sodium sulphate solution (12 cc). After 2 hours the white precipitate is separated off by filtration. The organic phases are dried over magnesium sulphate. 2,2-Ethylenedioxy-4-hydroxybutane (2.22 g) is thus obtained.

Workup

  1. customAfter 2 hours the white precipitate is separated off by filtration
  2. dry with materialThe organic phases are dried over magnesium sulphate

Sources & evidence

ORD record
ord-786108f8e0884391b91fb34e5c910ad8
Source dataset
uspto-grants-1989_10
Patent number
US04876370

Reaction notes

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