Sodium Azide → 2-(Azidomethyl)-1,3-difluorobenzene

HRID 541033Notes

Reaction equation

HRID 541033 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4]Br.[N-:11]=[N+:12]=[N-:13].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(O)(C)(C)C>[N:11]([CH2:4][C:3]1[C:2]([F:1])=[CH:9][CH:8]=[CH:7][C:6]=1[F:10])=[N+:12]=[N-:13]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 5814352-(Bromomethyl)-1,3-difluorobenzene

Product 1

HCID 108883232-(Azidomethyl)-1,3-difluorobenzene

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 6386tert-ButanolSolvent

Procedure

A mixture of 2,6-diflourobenzyl bromide (100 gms), tetrabutylammonium bromide (10 gms), t-butanol (200 ml) and sodium azide (62.8 gm) were stirred at room temperature for 22-24 hours. After the completion, reaction mass was filtered and washed with t-butanol (2.5 ml ) to give 2-(azidomethyl)-1,3-difluorobenzene.

Workup

  1. customAfter the completion, reaction mass
  2. filtrationwas filtered
  3. washwashed with t-butanol (2.5 ml )

Sources & evidence

ORD record
ord-45461d39fa254ee6865d531756c5b65a
Source dataset
uspto-grants-2014_10
Patent number
US08871945B2

Reaction notes

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