1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → Ethyl 8-chloro-4-oxo-5-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate

HRID 335386ノート

反応式

HRID 335386 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[NH:12][CH:13]=[C:14]([C:20](OCC)=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16].C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:10])[F:11])=[C:4]2[C:3]=1[NH:12][CH:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:20]2=[O:21]

参加物

3

反応物 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 2797069Diethyl 2-((2-chloro-5-(trifluoromethyl)phenylamino)methylene)malonate

生成物 1

HCID 13337379Ethyl 8-chloro-4-oxo-5-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate

反応条件

温度
260 °C

実験手順

Compound 6B (2000 g, 5.468 mol) was introduced into the reactor. Dowtherm (4.000 L) was charged to the reactor and degassed at room temperature overnight with nitrogen purge. It was then stirred and warmed to 260° C. EtOH produced was distilled off. The reaction was monitored and was complete after 5.5 h, the reaction was substantially complete. Heat source was removed and the reaction mixture was cooled to 80° C. and heptane (2.000 L) was charged. The mixture was stirred for 30 min. Heptane (6.000 L) was charged to the stirred mixture and stirring continued overnight. Solids were filtered off and washed with heptane (4.000 L) and dried in a vacuum oven at 50° C. to provide Compound 6A.

後処理

  1. customdegassed at room temperature overnight with nitrogen
  2. custompurge
  3. customEtOH produced
  4. distillationwas distilled off
  5. temperatureHeat source
  6. customwas removed
  7. temperaturethe reaction mixture was cooled to 80° C.
  8. additionheptane (2.000 L) was charged
  9. stirringThe mixture was stirred for 30 min
  10. additionHeptane (6.000 L) was charged to the stirred mixture
  11. stirringstirring continued overnight
  12. filtrationSolids were filtered off
  13. washwashed with heptane (4.000 L)
  14. customdried in a vacuum oven at 50° C.

出典と根拠

ORDレコード
ord-ee2099a61dc64bee9f52f1c29dbb03f9
出典データセット
uspto-grants-2014_11
特許番号
US08884018B2

反応ノート

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