Aluminium lithium hydride → HCID 6484661, compound

HRID 1843930Notes

Reaction equation

HRID 1843930 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]=[C:13]([N+:15]([O-])=O)[CH3:14])=[CH:4]1)[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][CH:13]([NH2:15])[CH3:14])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66803403HCID 66803403, compound

Product 1

HCID 6484661HCID 6484661, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Using analogous reaction conditions and workup as described in Example 1, 1-ethyl-3-(2-nitro-propenyl)-1H-indole (I-42a: 6 g, 25.9740 mmol) in dry THF (30 mL) was reacted with LAH (4.92 g, 129.870 mmol) in dry THF (30 mL). The resulting mixture was refluxed for 12 hrs under nitrogen atmosphere to afford 5.2 g of the product (98% yield).

Workup

  1. customreaction conditions and workup
  2. temperatureThe resulting mixture was refluxed for 12 hrs under nitrogen atmosphere

Sources & evidence

ORD record
ord-19f512f03d454044b658dd8b52e36156
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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