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Aluminium lithium hydride → 2-(3-Methoxy-phenyl)-4-methyl-pentylamine

HRID 277906
Notes
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Reaction equation

HRID 277906 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:15]([CH2:18][CH:19]([CH3:21])[CH3:20])[C:16]#[N:17])[CH:12]=[CH:13][CH:14]=1>C(OCC)C>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:15]([CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:16][NH2:17])[CH:12]=[CH:13][CH:14]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 22626833HCID 22626833, compound

Product 1

HCID 226268442-(3-Methoxy-phenyl)-4-methyl-pentylamineYield 93.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

By working in a way similar to that described in example 17 but using LiAlH4 (0.7 g, 0.018 moles) in anhydrous ethyl ether (35 ml) and 2-(3-methoxy-phenyl)-4-methyl-pentan-nitrile (3.8 g, 0.018 moles), obtained as described in example 20, in anhydrous ethyl ether (35 ml), 3.5 g of the title compound were obtained (yield: 90.4%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-151e1751a9144f2e8d81db96c30b2620
Source dataset
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06358973B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes