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

HRID 876772Notes

Reaction equation

HRID 876772 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-f62a9fdb719741fe80678f2c42feec3d
Source dataset
uspto-grants-2015_03
Patent number
US08987269B2

Reaction notes

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