HCID 86735939, compound → HCID 178468992, compound

HRID 2419810Notes

Reaction equation

HRID 2419810 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10](=[C:13]([C:19]([O-:21])=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][CH3:12]>C1(OC2C=CC=CC=2)C=CC=CC=1>[OH:21][C:19]1[C:5]2[C:4](=[C:3]([C:2]([F:23])([F:1])[F:22])[CH:8]=[CH:7][CH:6]=2)[N:9]=[C:10]([CH2:11][CH3:12])[C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

3

Reactant 1

HCID 86735939HCID 86735939, compound

Product 1

HCID 178468992HCID 178468992, compoundYield 37.8%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Conditions

Temperature
240 °C

Procedure

A suspension of 53 g of the product of Step C and 50 ml of phenyl oxide was heated for 20 minutes in a bath at 240° C and the resulting ethanol was distilled. The phenyl oxide was evaporated and the residue was taken up in 100 ml of isopropyl ether. The mixture was filtered and the filter was washed twice with 10 ml of isopropyl ether to obtain 19 g of ethyl 4-hydroxy-2-ethyl-8-trifluoromethyl-quinoline-3-carboxylate melting at 129° C which was used as is for the next step.

Workup

  1. distillationthe resulting ethanol was distilled
  2. customThe phenyl oxide was evaporated
  3. filtrationThe mixture was filtered
  4. washthe filter was washed twice with 10 ml of isopropyl ether

Sources & evidence

ORD record
ord-1a4a6d27a6b04c20a08f3e982d0ce41b
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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