Phosphorus oxychloride → HCID 22030439, compound

HRID 968560Notes

Reaction equation

HRID 968560 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:18]=[C:17]2[C:12]([C:13](O)=[CH:14][CH:15]=[N:16]2)=[CH:11][CH:10]=1.O=P(Cl)(Cl)[Cl:24]>>[Cl:24][C:13]1[C:12]2[C:17](=[CH:18][C:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[C:2]([F:21])([F:20])[F:1])=[CH:10][CH:11]=2)[N:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1785163737-(2-Trifluoromethyl-phenyl)-quinolin-4-ol

Product 1

HCID 22030439HCID 22030439, compound

Procedure

Heat a mixture of 7-(2-trifluoromethyl-phenyl)-quinolin-4-ol (50 mg, 0.17 mmol) in POCl3 (10 mL) at 90° C. for 16 hours. Evaporate the POCl3, and add ice (100 g) followed by careful addition of saturated NaHCO3. Extract with EtOAc, dry (Na2SO4), and evaporate to provide 4-chloro-7-(2-trifluoromethyl-phenyl)-quinoline as a tan solid.

Workup

  1. temperatureHeat
  2. customEvaporate the POCl3
  3. additionadd ice (100 g)
  4. additionfollowed by careful addition of saturated NaHCO3
  5. extractionExtract with EtOAc
  6. dry with materialdry (Na2SO4)
  7. customevaporate

Sources & evidence

ORD record
ord-b55df1f6f4964f32a5ae602093c0b095
Source dataset
uspto-grants-2007_12
Patent number
US07304059B2

Reaction notes

Loading…