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Allyltributylstannane → 4-(Prop-2-enyl)-2-[(4-chlorophenoxy)methyl]-1-trifluoromethanesulfonylbenzimidazole

HRID 1384004
ノート
印刷プレビュー

反応式

HRID 1384004 の反応式
FC(F)(F)S(O[C:7]1[C:15]2[N:14]=[C:13]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[N:12]([S:25]([C:28]([F:31])([F:30])[F:29])(=[O:27])=[O:26])[C:11]=2[CH:10]=[CH:9][CH:8]=1)(=O)=O.[Cl-].[Li+].[CH2:36]([Sn](CCCC)(CCCC)CCCC)[CH:37]=[CH2:38]>O1CCCC1.[Pd].Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:38]([C:7]1[C:15]2[N:14]=[C:13]([CH2:16][O:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)[N:12]([S:25]([C:28]([F:29])([F:31])[F:30])(=[O:26])=[O:27])[C:11]=2[CH:10]=[CH:9][CH:8]=1)[CH:37]=[CH2:36]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 90628AllyltributylstannaneHCID 433294Lithium ChlorideHCID 211887374-Trifluoromethanesulfonyloxy-2-[(4-chlorophenoxy)methyl]-1-trifluoromethanesulfonylbenzimidazole

生成物 1

HCID 211884814-(Prop-2-enyl)-2-[(4-chlorophenoxy)methyl]-1-trifluoromethanesulfonylbenzimidazole

試薬・触媒・溶媒 3

HCID 23938Palladium触媒
HCID 178418476
HCID 178418476、化合物
触媒
HCID 8028Tetrahydrofuran溶媒

実験手順

In a 250 ml single neck round bottom flask, under a nitrogen atmosphere, were added 4-trifluoromethanesulfonyloxy-2-[(4-chlorophenoxy)methyl]-1-trifluoromethanesulfonylbenzimidazole (4.97 g, 9.22 mmol), lithium chloride (1.17 g, 27.65 mmol), allyltributyltin (4.27 g, 12.90 mmol), and bis(triphenylphosphine)palladium(II) chloride (301.03 mg, 0.369 mmol) in anhydrous tetrahydrofuran (99 ml). The resulting mixture was stirred for five hours at reflux, followed by the addition of an additional 0.15 mg of the palladium catalyst. The contents were then stirred overnight. The progress of the reaction was monitored by thin layer chromatography. The desired title product was further purified by flash chromatography.

後処理

  1. temperatureat reflux
  2. stirringThe contents were then stirred overnight
  3. customThe desired title product was further purified by flash chromatography

出典と根拠

ORDレコード
ord-6875cbaa5b3b4a18944bf9e735b38405
出典データセット
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06255494B1

反応ノート

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