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2-(Azidomethyl)benzofuran → 2-(Aminomethyl)benzofuran

HRID 2071068
Notes
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Reaction equation

HRID 2071068 reaction equation
[N:1]([CH2:4][C:5]1[O:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[CH:9]=1)=[N+]=[N-]>CO.[OH-].[OH-].[Pd+2]>[O:6]1[C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[CH:9]=[C:5]1[CH2:4][NH2:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 866474332-(Azidomethyl)benzofuran

Product 1

HCID 190793482-(Aminomethyl)benzofuran

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-(azidomethyl)benzofuran and 267 mg of 20% Pd(OH)2 in 10 mL of MeOH was stirred at r.t. under H2 balloon for 2.5 h. The mixture was filtered through Celite and concentrated to give the crude benzofuran-2-ylmethanamine which was used without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-dfb824ff00a045259c508633e6f36e4f
Source dataset
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08299267B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes