Aluminium lithium hydride → 1-(Thieno[3,2-c]pyridin-2-yl)ethan-1-ol

HRID 1890519Notes

Reaction equation

HRID 1890519 reaction equation
[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[C:2]1[C:10](=[O:12])[CH3:11].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[C:2]1[CH:10]([OH:12])[CH3:11]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 584330461-(Thieno[3,2-c]pyridin-2-yl)ethanone

Product 1

HCID 673049441-(Thieno[3,2-c]pyridin-2-yl)ethan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(thieno[3,2-c]pyridin-2-yl)ethanone (D′-3) (3.5 g, 1 mmol) in anhydrous THF (50 mL) was added LiAlH4 (1.13 g, 1.5 mmol) in portions at 0° C. The suspension was stirred under this temperature for 1 h. The reaction mixture was quenched with saturated aqueous NH4Cl solution and filtered. The filtrate was washed with brine, concentrated, and then used for the next step without any further purification.

Workup

  1. customThe reaction mixture was quenched with saturated aqueous NH4Cl solution
  2. filtrationfiltered
  3. washThe filtrate was washed with brine
  4. concentrationconcentrated
  5. customused for the next step without any further purification

Sources & evidence

ORD record
ord-596329c447e34f76b860f4f8ff482604
Source dataset
uspto-grants-2013_08
Patent number
US08507487B2

Reaction notes

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