Methanol → 4-[4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-chloro-benzoic acid methyl ester

HRID 241521ノート

反応式

HRID 241521 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][C:10]([C:17]3[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=3)([C:13]([F:16])([F:15])[F:14])[CH2:11][N:12]=2)=[CH:4][C:3]=1[Cl:25].[C:26]([O-:29])(=[O:28])C.[Na+].[CH3:31]O>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:31][O:29][C:26](=[O:28])[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][C:10]([C:17]3[CH:18]=[C:19]([Cl:24])[CH:20]=[C:21]([Cl:23])[CH:22]=3)([C:13]([F:16])([F:14])[F:15])[CH2:11][N:12]=2)=[CH:4][C:3]=1[Cl:25]

参加物

5

反応物 3

HCID 887MethanolHCID 517045Sodium AcetateHCID 866910485-(4-bromo-3-chloro-phenyl)-3-(3,5-dichloro-phenyl)-3-trifluoromethyl-3,4-dihydro-2H-pyrrole

生成物 1

HCID 866910494-[4-(3,5-dichloro-phenyl)-4-trifluoromethyl-4,5-dihydro-3H-pyrrol-2-yl]-2-chloro-benzoic acid methyl ester収率 99%

試薬・触媒・溶媒 1

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒

反応条件

温度
80 °C

実験手順

A mixture of 5-(4-bromo-3-chloro-phenyl)-3-(3,5-dichloro-phenyl)-3-trifluoromethyl-3,4-dihydro-2H-pyrrole (10.60 g), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (1.645 mg), sodium acetate (2.748 g) and methanol (100 mL) was placed in an autoclave and purged with CO gas. The pressure was adjusted to 5 bar and the mixture was heated at 80° C. for 16 h. After cooling the pressure was released and the solvents were distilled off in vacuum. The residue was purified by flash chromatography on silica gel to give the title compound (10.00 g, 99%).

後処理

  1. custompurged with CO gas
  2. temperatureAfter cooling the pressure
  3. distillationthe solvents were distilled off in vacuum
  4. customThe residue was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-ab9073be8b0342ada2cc56e59ecdc24e
出典データセット
uspto-grants-2014_02
特許番号
US08653000B2

反応ノート

読み込み中…