Aluminium lithium hydride → HCID 59381649, compound

HRID 2354558Notes

Reaction equation

HRID 2354558 reaction equation
C([O:3][C:4]([CH:6]1[CH2:12][CH2:11][N:10]2[C:13](=[O:24])[C:14]3[C:19]4[CH2:20][CH2:21][CH2:22][CH2:23][C:18]=4[S:17][C:15]=3[N:16]=[C:9]2[CH2:8][CH2:7]1)=O)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[OH:3][CH2:4][CH:6]1[CH2:12][CH2:11][N:10]2[C:13](=[O:24])[C:14]3[C:19]4[CH2:20][CH2:21][CH2:22][CH2:23][C:18]=4[S:17][C:15]=3[N:16]=[C:9]2[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 59381646HCID 59381646, compound

Product 1

HCID 59381649HCID 59381649, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Compound 16 (0.72 mmol) in dry THF (6 ml) was added dropwise to LiAlH4 (1.95 mmol) in THF (2 ml) under argon at 0° C. The reaction mixture was stirred for 20 minutes. The reaction was quenched with water and 10% NaOH was added, and extracted with ether. The organic layer was washed with brine and dried over Na2SO4. After filtration the solvent was evaporated and the product purified by flash chromatography using EtOAc as an eluent.

Workup

  1. customThe reaction was quenched with water and 10% NaOH
  2. additionwas added
  3. extractionextracted with ether
  4. washThe organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationAfter filtration the solvent
  7. customwas evaporated
  8. customthe product purified by flash chromatography

Sources & evidence

ORD record
ord-d94e345ec40147e79920882db24f3722
Source dataset
uspto-grants-2010_07
Patent number
US07754709B2

Reaction notes

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