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2-Methoxyaniline → N-(2-Methoxyphenyl)benzeneethanamine

HRID 325140
Notes
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Reaction equation

HRID 325140 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[CH:5][CH:6]=[CH:7][CH:8]=1.[CH2:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(OCC)(=O)C.CCCCCC>[C:12]1([CH2:11][CH2:10][NH:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 70002-MethoxyanilineHCID 7501Styrene

Product 1

HCID 9815989N-(2-Methoxyphenyl)benzeneethanamineYield 85%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

According to GWM, 0.011 mol (=1.25 ml) of o-anisidine and 0.011 mol (=1.25 ml) of styrene are reacted with one another. The product is isolated by column chromatography using ethyl acetate/n-hexane (1:5) as eluent, the product N-(2-phenylethyl)-(o-methoxy)aniline being obtained as a slightly pink liquid.

Workup

  1. customare reacted with one another
  2. customThe product is isolated by column chromatography

Sources & evidence

ORD record
ord-f7aa953ef03b44a78e978fee00d53d46
Source dataset
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06222073B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes