Phosphorus oxychloride → HCID 22030439, compound

HRID 1724846Notes

Reaction equation

HRID 1724846 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-06331e0a629241c1887bc00321d39130
Source dataset
uspto-grants-2009_02
Patent number
US07488740B2

Reaction notes

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