Sodium Sulfate → HCID 86672629, compound

HRID 2369295Notes

Reaction equation

HRID 2369295 reaction equation
[H-].[Al+3].[H-].[H-].[CH3:5][C:6]([CH2:14][CH2:15][CH2:16][CH:17]([CH3:24])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[CH:7][CH2:8][CH2:9][C:10](OC)=[O:11].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:5][C:6]([CH2:14][CH2:15][CH2:16][CH:17]([CH3:24])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[CH:7][CH2:8][CH2:9][CH2:10][OH:11]

Participants

5

Reactant 3

HCID 24436Sodium Sulfate2×HCID 21584524AluminiumhydrideHCID 86672630HCID 86672630, compound

Product 1

HCID 86672629HCID 86672629, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Under a nitrogen atmosphere, 16.8 g (443 mmol) of ithium aluminum hydride was added little by little at 0° C. to a solution of 50.0 g (177 mmol) of methyl 5,9,13-trimethyltetradec-4-enoate in dry tetrahydrofuran (440 mL). After being stirred at 50° C. for 4 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 45 g of the title compound (100% yield) as a slightly yellow 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-3609ab57ff584b5084d24464aaa83b9c
Source dataset
uspto-grants-2014_04
Patent number
US08703922B2

Reaction notes

Loading…