Phosphorus oxychloride → HCID 22030439, compound

HRID 1791205Notes

Reaction equation

HRID 1791205 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-25f5926006814ac5acea8cf5bef902fc
Source dataset
uspto-grants-2006_07
Patent number
US07074799B2

Reaction notes

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