Bromide ion → 2-Bromo-4'-azido-2',3',5',6'-tetrafluoroacetophenone

HRID 18199Notes

Reaction equation

[F:1][C:2]1[C:7]([F:8])=[C:6](F)[C:5]([F:10])=[C:4]([F:11])[C:3]=1[C:12](=[O:14])[CH3:13].[N-:15]=[N+:16]=[N-:17].[Na+].[Br-:19]>>[Br:19][CH2:13][C:12]([C:3]1[C:2]([F:1])=[C:7]([F:8])[C:6]([N:15]=[N+:16]=[N-:17])=[C:5]([F:10])[C:4]=1[F:11])=[O:14]

Participants

Reactant 3

HCID 259Bromide ion

HCID 33557Sodium Azide

HCID 695462',3',4',5',6'-Pentafluoroacetophenone

Product 1

HCID 146425702-Bromo-4'-azido-2',3',5',6'-tetrafluoroacetophenone

Procedure

Compound 151 was prepared using the following strategy. 2′,3′,4′,5′,6′-Pentafluoroacetophenone, A6, was treated with sodium azide, followed by bromide, to provide 2-bromo-4′-azido-2′,3′,5′,6′-tetrafluoroacetophenone, A151 (Keana, J. F. W.; Cai, S. X. J. Org. Chem., 1990, 55, 3640).

Sources & evidence

ORD record: ord-1ae885cb8a874325bef84cb5a07b8a1e
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741349B2

Reaction notes

Loading…