N-bromobutanimide → 3-Bromo-4-(trifluoromethoxy)benzaldehyde

HRID 1746841Notes

Reaction equation

HRID 1746841 reaction equation
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1.[Br:14]N1C(=O)CCC1=O>C(Cl)Cl.C(O)(C(F)(F)F)=O.OS(O)(=O)=O>[Br:14][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:4]=1[O:3][C:2]([F:12])([F:13])[F:1])[CH:8]=[O:9]

Participants

6

Reactant 2

HCID 67184N-bromobutanimideHCID 69573p-(Trifluoromethoxy)benzaldehyde

Product 1

HCID 131504163-Bromo-4-(trifluoromethoxy)benzaldehyde

Reagents, catalysts & solvents 3

HCID 1118Sulfuric AcidSolventHCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To 68 g (0.36 mol) of 4-Trifluoromethoxybenzaldehyde dissolved in a mixture of 100 ml CH2Cl2, 100 ml TFA and 50 ml conc. H2SO4 are added within 7 h 130 g (0.72 mol) N-bromo-succinimide in small portions under stirring at room temperature (r.t.). The reaction mixture is stirred for 2 days at r.t.

Workup

  1. stirringThe reaction mixture is stirred for 2 days at r.t.

Sources & evidence

ORD record
ord-8d229bb203ff4a03a8e404e1a86c7686
Source dataset
uspto-grants-2015_10
Patent number
US09150544B2

Reaction notes

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