Sodium Hydroxide → HCID 21094316, compound

HRID 1350077Notes

Reaction equation

HRID 1350077 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH2:15][N:14]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:13][CH:12]2[C:26](OC)=[O:27].[OH-].[Na+]>O1CCCC1>[OH:27][CH2:26][CH:12]1[C:11]2[C:16](=[CH:17][CH:18]=[C:9]([O:8][CH3:7])[CH:10]=2)[CH2:15][N:14]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:13]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21094317HCID 21094317, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 21094316HCID 21094316, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Lithium aluminium hydride (5.62 g; 148 mmol) is suspended in 50 ml of anhydrous tetrahydrofuran. A solution of the compound obtained in Step F (11.9 g; 37 mmol), dissolved beforehand in 50 ml of anhydrous tetrahydrofuran, is then added dropwise. The reaction mixture is then stirred at ambient temperature for 2 hours. A minimum of sodium hydroxide solution (2N NaOH) is added to the reaction mixture until the evolution of gas has ceased in order to form the precipitates of lithium and aluminium hydroxides. The precipitates are then filtered off and washed with tetrahydrofuran. The organic phase is evaporated under reduced pressure. The title compound is purified by chromatography on silica gel.

Workup

  1. additionis then added dropwise
  2. customto form the
  3. customprecipitates of lithium and aluminium hydroxides
  4. filtrationThe precipitates are then filtered off
  5. washwashed with tetrahydrofuran
  6. customThe organic phase is evaporated under reduced pressure
  7. customThe title compound is purified by chromatography on silica gel

Sources & evidence

ORD record
ord-675a2b146179442d855f2acced59cbec
Source dataset
uspto-grants-2007_05
Patent number
US07214689B2

Reaction notes

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