Aluminium lithium hydride → HCID 58303887, compound

HRID 1404097Notes

Reaction equation

HRID 1404097 reaction equation
Br[C:2]1[C:3]([O:18][CH3:19])=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[N:7]([CH3:12])[CH:6]=[C:5]2[CH:13]([CH3:17])[C:14]([NH2:16])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[F:11][C:9]1[CH:10]=[CH:2][C:3]([O:18][CH3:19])=[C:4]2[C:8]=1[N:7]([CH3:12])[CH:6]=[C:5]2[CH:13]([CH3:17])[CH2:14][NH2:16]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 58303896HCID 58303896, compound

Product 1

HCID 58303887HCID 58303887, compoundYield 27.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the solution of 9-4 (154 mg, 0.46 mmol) in anhydrous THF (10 mL) was added LiAlH4 (53 mg, 1.40 mmol). The mixture was heated to reflux for 2 h. Na2SO4.10H2O was added and the solid was filtered off. The filtrate was concentrated in vacuo to get a residue, which was purified by preparative TLC (DCM:MeOH:10:1) to afford compound 9-5 (30 mg, 27% yield) as white solid.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 h
  3. filtrationthe solid was filtered off
  4. concentrationThe filtrate was concentrated in vacuo
  5. customto get a residue, which
  6. customwas purified by preparative TLC (DCM:MeOH:10:1)

Sources & evidence

ORD record
ord-8f33dd778448417a954f01cbb1bfd81e
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

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