Sodium Hydroxide → HCID 89498323, compound

HRID 1430269Notes

Reaction equation

HRID 1430269 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-4ed60bc2b3ef42cbbaf2cc36bcb87e37
Source dataset
uspto-grants-2015_01
Patent number
US08940737B2

Reaction notes

Loading…