Sodium Sulfate → 16-Methoxymethoxyhexadecanol

HRID 1740783Notes

Reaction equation

HRID 1740783 reaction equation
[CH3:1][O:2][CH2:3][O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20](OCC)=[O:21].[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:1][O:2][CH2:3][O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 21833263HCID 21833263, compound

Product 1

HCID 2183314216-Methoxymethoxyhexadecanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3.0 g of ethyl 16-methoxymethoxyhexadecanoate in 50 ml of tetrahydrofuran was added under ice-cooling 1.5 g of lithium aluminum hydride and the mixture was stirred for one hour. After a saturated aqueous solution of sodium sulfate was added, the insolubles precipitated out were filtered off and distilled under reduced pressure. The residue was chromatographed over a silica gel column to afford the title compound as a colorless oily substance.

Workup

  1. customthe insolubles precipitated out
  2. filtrationwere filtered off
  3. distillationdistilled under reduced pressure
  4. customThe residue was chromatographed over a silica gel column

Sources & evidence

ORD record
ord-43c3df52b347411e84f15d6bec0164c9
Source dataset
uspto-grants-1999_10
Patent number
US05972943

Reaction notes

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