Aluminium lithium hydride → HCID 65996217, compound

HRID 525056Notes

Reaction equation

HRID 525056 reaction equation
[CH3:1][N:2]([CH3:10])[C:3]([CH:5]1[CH2:8][C:7](=[O:9])[CH2:6]1)=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][N:2]([CH2:3][CH:5]1[CH2:8][CH:7]([OH:9])[CH2:6]1)[CH3:10]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 68467820HCID 68467820, compound

Product 1

HCID 65996217HCID 65996217, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N,N-dimethyl-3-oxocyclobutanecarboxamide (700 mg, 5 mmol) in 20 mL of THF was added LAH (370 mg, 10 mmol, 2 eq) at 0° C. The mixture was heated at reflux for 2 h and cooled down. The reaction was quenched with 1 mL of water carefully and filtered. The filtrated was concentrated to afford the desired product as a brown oil (370 mg, 56%), which was used in the next step without further purification. MS: m/z 130.0 (M+H)+.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 h
  3. temperaturecooled down
  4. customThe reaction was quenched with 1 mL of water carefully
  5. filtrationfiltered
  6. concentrationThe filtrated was concentrated

Sources & evidence

ORD record
ord-de8a3d5c275f40c3aaafbf5008c4bec7
Source dataset
uspto-grants-2016_05
Patent number
US09340554B2

Reaction notes

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