Sodium Sulfate → HCID 86672627, compound

HRID 2369285Notes

Reaction equation

HRID 2369285 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]([CH2:15][CH2:16][CH2:17][CH:18]([CH3:30])[CH2:19][CH2:20][CH2:21][CH:22]([CH3:29])[CH2:23][CH2:24][CH2:25][CH:26]([CH3:28])[CH3:27])=[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]([CH3:30])[CH2:19][CH2:20][CH2:21][CH:22]([CH3:29])[CH2:23][CH2:24][CH2:25][CH:26]([CH3:28])[CH3:27])=[CH:9][CH2:10][CH2:11][OH:12]

Participants

5

Reactant 3

HCID 24436Sodium Sulfate2×HCID 21226445Aluminium lithium hydrideHCID 86672626HCID 86672626, compound

Product 1

HCID 86672627HCID 86672627, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Under a nitrogen atmosphere, 9.8 g (0.26 mol) of lithium aluminum hydride was added little by little at 0° C. to a solution of 35 g (0.10 mol) of methyl 4,8,12,16-tetramethylheptadec-3-enoate in dry tetrahydrofuran (250 mL). After being stirred at 50° C. for 3 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 28.7 g of the title compound (92% 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-0f06713763494b3aba19c86c72158eb5
Source dataset
uspto-grants-2014_04
Patent number
US08703922B2

Reaction notes

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