Sodium Sulfate → HCID 86672633, compound

HRID 2369305Notes

Reaction equation

HRID 2369305 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]([CH2:15][CH2:16][CH2:17][CH:18]([CH3:25])[CH2:19][CH2:20][CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:9][CH2:10][C:11](OC)=[O:12].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:7][C:8]([CH2:15][CH2:16][CH2:17][CH:18]([CH3:25])[CH2:19][CH2:20][CH2:21][CH:22]([CH3:24])[CH3:23])=[CH:9][CH2:10][CH2:11][OH:12]

Participants

5

Reactant 3

HCID 24436Sodium Sulfate2×HCID 21226445Aluminium lithium hydrideHCID 78408912HCID 78408912, compound

Product 1

HCID 86672633HCID 86672633, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Under a nitrogen atmosphere, 12.4 g (0.326 mol) of lithium aluminum hydride was added little by little to a solution of 35 g (0.13 mol) of methyl 4,8,12-trimethyltridec-3-enoate in dry tetrahydrofuran (320 mL) at 0° C. After being stirred at 50° C. for 2 hours, the reaction mixture was cooled on ice, followed by careful addition of saturated sodium sulfate aqueous solution until the resulting gray suspension turned white. Sodium sulfate was added to the solution at room temperature for drying. After filtration, the filtrate was concentrated to obtain 31 g of the title compound (99% yield) as a colorless transparent liquid. The results of NMR analysis of the obtained compound are as shown below.

Workup

  1. temperaturethe reaction mixture was cooled on ice
  2. customfor drying
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5d75b3460ae74bfc9872cd1de183dc5a
Source dataset
uspto-grants-2014_04
Patent number
US08703922B2

Reaction notes

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