Aluminium lithium hydride → 2-(4-Chloro-3-methoxyphenyl)ethan-1-amine

HRID 1844065Notes

Reaction equation

HRID 1844065 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][N+:10]([O-])=O)=[CH:4][C:3]=1[O:13][CH3:14].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH2:10])=[CH:4][C:3]=1[O:13][CH3:14]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66802111HCID 66802111, compound

Product 1

HCID 103300562-(4-Chloro-3-methoxyphenyl)ethan-1-amineYield 100.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1-Chloro-2-methoxy-4-(2-nitrovinyl)benzene (I-86a: 800 mg, 3.74 mmol) in dry THF (10 mL) was reacted with LAH (278 mg, 7.48 mmol) in dry THF (10 mL) to afford 700 mg of the product (100%).

Sources & evidence

ORD record
ord-a96beede3dc6489696a325fe2c48711e
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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