Aluminium lithium hydride → HCID 10039325, compound

HRID 1843991Notes

Reaction equation

HRID 1843991 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](/[CH:17]=[CH:18]\[N+:19]([O-])=O)=[CH:9]2)=[CH:5][CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH2:17][CH2:18][NH2:19])=[CH:9]2)=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66803492HCID 66803492, compound

Product 1

HCID 10039325HCID 10039325, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

(Z)-1-(4-Methoxybenzyl)-3-(2-nitrovinyl)-1H-indole (5 g, 15.72 mmol) in dry THF (32 mL) was reacted with LAH (2.98 g, 78.61 mmol) in dry THF (32 mL). The resulting mixture was refluxed for 16 hours under nitrogen atmosphere to afford 4.6 g of the product (100% yield).

Workup

  1. temperatureThe resulting mixture was refluxed for 16 hours under nitrogen atmosphere

Sources & evidence

ORD record
ord-c6734ca149fb463db50183e2bcfa2cf9
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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