Aluminium lithium hydride → HCID 66790199, compound

HRID 1510127Notes

Reaction equation

HRID 1510127 reaction equation
[CH:1]1([CH:4]([C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=2)[C:9](OC)=[O:10])[CH3:5])[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH:1]1([CH:4]([C:6]2[CH:7]=[C:8]([CH2:9][OH:10])[CH:13]=[CH:14][CH:15]=2)[CH3:5])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66790213HCID 66790213, compound

Product 1

HCID 66790199HCID 66790199, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-(1-cyclopropylethyl)benzoate (0.917 g, 4.48 mmol) in THF (50 mL) was added lithium aluminum hydride (1.0 M in THF, 13.5 mL, 13.5 mmol). After stirring at rt for 15 min the reaction was cooled and quenched with water, extracted into ethyl acetate (three times) and concentrated under vacuum. Purification by silica gel chromatography (30% EtOAc/hexanes) afforded the desired product.

Workup

  1. temperaturewas cooled
  2. customquenched with water
  3. extractionextracted into ethyl acetate (three times)
  4. concentrationconcentrated under vacuum
  5. customPurification by silica gel chromatography (30% EtOAc/hexanes)

Sources & evidence

ORD record
ord-1e59e793959345e3ad0d53ec3a0b6279
Source dataset
uspto-grants-2012_07
Patent number
US08211904B2

Reaction notes

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