Hydrogen Bromide → HCID 178491858, compound

HRID 2106796Notes

Reaction equation

HRID 2106796 reaction equation
C[O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([C:11]([F:14])([F:13])[F:12])=[CH:5][N:4]=1.Br>C(O)(=O)C>[CH3:10][O:9][C:8]1[C:3]([OH:2])=[N:4][CH:5]=[C:6]([C:11]([F:12])([F:13])[F:14])[CH:7]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 14837016HCID 14837016, compound

Product 1

HCID 178491858HCID 178491858, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

2,3-Dimethoxy-5-(trifluoromethyl)pyridine (8.8 g, 0.042 mol) was dissolved in 30 ml of glacial acetic acid, the mixture heated to 100° C. with stirring, and 14.8 ml of 48 percent aqueous hydrobromic acid (0.13 mol) added. The mixture was allowed to react for 20 min and was then poured onto ice. The solid that formed was recovered by filtration, dried, and recrystallized from ethanol to obtain 5.5 g (67 percent of theory) of the title compound as a white powder melting at 115°-117° C. The proton nmr spectrum was consistent with the assigned structure.

Workup

  1. customto react for 20 min
  2. additionwas then poured onto ice
  3. customThe solid that formed
  4. filtrationwas recovered by filtration
  5. customdried
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b6b5567f4327408fa61c86b5e9565575
Source dataset
uspto-grants-1990_06
Patent number
US04931452

Reaction notes

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