Sodium Hydroxide → HCID 89498323, compound

HRID 1778877Notes

Reaction equation

HRID 1778877 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1([C:12](OC)=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C(OCC)C>[CH3:1][O:2][CH2:3][CH2:4][C:5]1([CH2:12][OH:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 89498253HCID 89498253, compound

Product 1

HCID 89498323HCID 89498323, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of EXAMPLE 134B (2.25 g) in diethyl ether (10 mL) was added dropwise to a suspension of LiAlH4 (0.40 g) in diethyl ether (20 mL). Once the addition was finished, the mixture was refluxed for 90 minutes, and cooled to 0° C. Aqueous NaOH (2N, 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 concentration 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 concentration

Sources & evidence

ORD record
ord-ae727e7a2eb4494eaf2cacd147bb1923
Source dataset
uspto-grants-2016_02
Patent number
US09266877B2

Reaction notes

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