Diphenyl Ether → HCID 178469186, compound

HRID 2419804Notes

Reaction equation

HRID 2419804 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10](=[C:12]([C:18]([O-:20])=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:11].C1(OC2C=CC=CC=2)C=CC=CC=1>>[OH:20][C:18]1[C:5]2[C:4](=[C:3]([C:2]([F:1])([F:22])[F:21])[CH:8]=[CH:7][CH:6]=2)[N:9]=[C:10]([CH3:11])[C:12]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

3

Reactant 2

HCID 7583Diphenyl EtherHCID 86735935HCID 86735935, compound

Product 1

HCID 178469186HCID 178469186, compoundYield 61.3%

Conditions

Temperature
240 °C

Procedure

A suspension of 5 g of the product of Step A and 10 g of phenyl oxide was heated to 240° C and was then cooled to room temperature. The phenyl oxide was evaporated and the resulting crystals were added to 20 ml of isopropyl ether. The mixture was filtered to obtain 2.9 g of ethyl 4-hydroxy-2-methyl-8-trifluoromethyl-quinoline-3-carboxylate melting at 165° C.

Workup

  1. temperaturewas then cooled to room temperature
  2. customThe phenyl oxide was evaporated
  3. additionthe resulting crystals were added to 20 ml of isopropyl ether
  4. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-9c649efab57544db86768ecc07f506c2
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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