Phosphorus oxychloride → HCID 19923000, compound

HRID 1647463Notes

Reaction equation

HRID 1647463 reaction equation
[C:1]([C:6]1[C:15](=O)[C:14]2[C:9](=[C:10]([CH2:17][O:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].P(Cl)(Cl)([Cl:29])=O>>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[Cl:29])=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:17][O:18][C:19](=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 19923016HCID 19923016, compound

Product 1

HCID 19923000HCID 19923000, compound

Procedure

A solution of 3-butyryl-8-(benzoyloxymethyl)-4(1H)-quinolone (17.93 g) in phosphoryl chloride (150 ml) was heated at reflux for 1.5 hours, then the excess phosphoryl chloride evaporated. The residue was poured onto ice, extracted with dichloromethane, dried and evaporated to give 3-butyryl-4-chloro-8-(benzoyloxymethyl)quinoline. The crude product was used without further purification.

Workup

  1. temperatureat reflux for 1.5 hours
  2. customthe excess phosphoryl chloride evaporated
  3. additionThe residue was poured onto ice
  4. extractionextracted with dichloromethane
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-8687857dc2914157b07c31a3dcd98eef
Source dataset
uspto-grants-1995_07
Patent number
US05432182

Reaction notes

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