Sodium Hydroxide → HCID 89498730, compound

HRID 336596Notes

Reaction equation

HRID 336596 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1([C:13](OC)=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>CCOCC>[CH3:1][O:2][CH2:3][CH2:4][C:5]1([CH2:13][OH:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 89498780HCID 89498780, compound

Product 1

HCID 89498730HCID 89498730, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of EXAMPLE 46B (6.5 g) in ether (50 mL) was added dropwise to a suspension of LiAlH4 (1.2 g) in ether (60 mL). Once the addition was finished, the mixture was refluxed for 90 minutes, cooled to 0° C. and 2N aqueous NaOH (50 mL) was added slowly. The mixture was then extracted with ethyl acetate (300 mL) and the organic layer was washed with brine and dried over Na2SO4. Filtration and evaporation of the solvent provided the title compound.

Workup

  1. additionOnce the addition
  2. temperaturethe mixture was refluxed for 90 minutes
  3. extractionThe mixture was then extracted with ethyl acetate (300 mL)
  4. washthe organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-2408aea7b748468cae283a24142c9e91
Source dataset
uspto-grants-2014_11
Patent number
US08889675B2

Reaction notes

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