HCID 131713512, compound → HCID 178469529, compound

HRID 544392Notes

Reaction equation

HRID 544392 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH:10]=[C:11]([C:17]([O-:19])=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:5][CH:4]=1)[CH3:2]>C1(OC2C=CC=CC=2)C=CC=CC=1>[OH:19][C:17]1[C:5]2[C:6](=[CH:7][CH:8]=[C:3]([CH2:1][CH3:2])[CH:4]=2)[N:9]=[CH:10][C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

3

Reactant 1

HCID 131713512HCID 131713512, compound

Product 1

HCID 178469529HCID 178469529, compound

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Conditions

Temperature
250 °C

Procedure

A mixture of the oil of Step A and 70 ml of phenyl oxide was stirred under an inert atmosphere and was then heated at 250° C. for one hour while distilling the formed ethanol. The mixture was cooled and 30 ml of acetone were added thereto. The mixture was vacuum filtered and the product was empasted with 30 ml of acetone and was dried and crystallized from ethanol to obtain 36 g of ethyl 4-hydroxy-6-ethyl-3-quinoline-carboxylate melting at >260° C.

Workup

  1. distillationwhile distilling the formed ethanol
  2. temperatureThe mixture was cooled
  3. addition30 ml of acetone were added
  4. filtrationfiltered
  5. customwas dried
  6. customcrystallized from ethanol

Sources & evidence

ORD record
ord-a82f4d8e96284c7f86bc05f2bad7e190
Source dataset
uspto-grants-1984_05
Patent number
US04450166

Reaction notes

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