Sodium Hydroxide → HCID 178520540, compound

HRID 726231Notes

Reaction equation

HRID 726231 reaction equation
[NH:1]1[CH:5]=[C:4]([CH2:6][CH2:7][CH2:8][C:9](=[O:19])[CH2:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=[CH:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C(OCC)C.O1CCOCC1>[NH:1]1[CH:5]=[C:4]([CH2:6][CH2:7][CH2:8][CH:9]([OH:19])[CH2:10][CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:3]=[CH:2]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 178520539HCID 178520539, compound

Product 1

HCID 178520540HCID 178520540, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

1 mmol of the compound obtained in Example 49 is introduced into a suspension of 10 mmol of lithium aluminium hydride in 30 ml of diethyl ether and 10 ml of dioxane and the mixture is stirred overnight. Hydrolysis is carried out with a 2N sodium hydroxide solution and the precipitate is washed with dichloromethane. The organic phases are combined and concentrated. The title compound is recrystallized in the hydrogenmaleate form from ethanol/diethyl ether.

Workup

  1. customHydrolysis
  2. washthe precipitate is washed with dichloromethane
  3. concentrationconcentrated
  4. customThe title compound is recrystallized in the hydrogenmaleate form from ethanol/diethyl ether

Sources & evidence

ORD record
ord-978f391de1f64bdba2af5843f2648640
Source dataset
uspto-grants-1998_01
Patent number
US05708171

Reaction notes

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