4-Bromo-2,8-bis(trifluoromethyl)quinoline → 2-Trichloromethyl-8-trifluoromethyl-4-bromo-quinoline

HRID 745525Notes

Reaction equation

HRID 745525 reaction equation
F[C:2](F)(F)[C:3]1[CH:12]=[C:11]([Br:13])[C:10]2[C:5](=[C:6]([C:14]([F:17])([F:16])[F:15])[CH:7]=[CH:8][CH:9]=2)[N:4]=1.[Cl-:20].[Al+3].[Cl-:22].[Cl-:23]>C(=S)=S>[Cl:20][C:2]([Cl:23])([Cl:22])[C:3]1[CH:12]=[C:11]([Br:13])[C:10]2[C:5](=[C:6]([C:14]([F:17])([F:16])[F:15])[CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

4

Reactant 2

HCID 40712424-Bromo-2,8-bis(trifluoromethyl)quinolineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 103631652-Trichloromethyl-8-trifluoromethyl-4-bromo-quinoline

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

3.4 g of 2,8-bis-(trifluoromethyl)-4-bromo-quinoline, 1.5 g of freshly sublimated aluminum-chloride are allowed to stand in 30 ml of abs. carbon disulfide for a night at room temperature. The organic phase is washed with 50 ml of 10 percent icy hydrochloric acid, 2×50 ml of water, dried and evaporated. The residue is recrystallized from aqueous methanol.

Workup

  1. washThe organic phase is washed with 50 ml of 10 percent icy hydrochloric acid, 2×50 ml of water
  2. customdried
  3. customevaporated
  4. customThe residue is recrystallized from aqueous methanol

Sources & evidence

ORD record
ord-2bbb94d0f571415f818c5cfef34e72a1
Source dataset
uspto-grants-1986_07
Patent number
US04599345

Reaction notes

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