3-(3,5-Difluorophenyl)propyl azide → 3-(3,5-Difluorophenyl)propan-1-amine

HRID 247418Notes

Reaction equation

HRID 247418 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][CH2:11][N:12]=[N+]=[N-])[CH:5]=[C:6]([F:8])[CH:7]=1>CO>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][CH2:11][NH2:12])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

3

Reactant 1

HCID 140499123-(3,5-Difluorophenyl)propyl azide

Product 1

HCID 140499133-(3,5-Difluorophenyl)propan-1-amineYield 96.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

3-(3,5-Difluorophenyl)propylazide (0.034 mol) in methanol (75 ml) was shaken with a slurry of methanol washed Raney nickel under 50 psi hydrogen for 2 hours. The reaction mixture was filtered and the filtrate concentrated to yield 5.6 g (96%) of an oily product.

Workup

  1. washwashed Raney nickel under 50 psi hydrogen for 2 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-b73a0a6bafe14f6ab1fa8ea9c460fcb3
Source dataset
uspto-grants-1987_11
Patent number
US04707488

Reaction notes

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