ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Allyl acetate → Methyl 3-allyl-4,7-dimethylindole-2-carboxylate

HRID 361613
ノート
印刷プレビュー

反応式

HRID 361613 の反応式
Br[C:2]1[C:10]2[C:5](=[C:6]([CH3:12])[CH:7]=[CH:8][C:9]=2[CH3:11])[NH:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14].C(O[CH2:21][CH:22]=[CH2:23])(=O)C.CCCC[Sn](CCCC)CCCC.CCCC[Sn](CCCC)CCCC>CN(C)C=O>[CH2:23]([C:2]1[C:10]2[C:5](=[C:6]([CH3:12])[CH:7]=[CH:8][C:9]=2[CH3:11])[NH:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14])[CH:22]=[CH2:21]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11584Allyl acetateHCID 6327815HexabutyldistannaneHCID 53673237Methyl 3-bromo-4,7-dimethylindole-2-carboxylate

生成物 1

HCID 53728719Methyl 3-allyl-4,7-dimethylindole-2-carboxylate収率 87.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

Under nitrogen atmosphere, 1.00 g (3.54 mmol) of methyl 3-bromo-4,7-dimethylindole-2-carboxylate and 0.31 g (5.23 mmol) of dichloro [1,1-bis(diphenylphos-phino)ferrocene]palladium (PdCl2 (dppf)) were suspended in 4 ml of anhydrous dimethylformamide (DMF). Thereto were added 0.57 ml (5.32 mmol) of allyl acetate and 2.7 ml (5.32 mmol) of hexabutylditin. The reaction mixture was stirred at 120° C. for 90 minutes and then subjected to Celite filtration. The filtrate was extracted with chloroform. The extract was purified by silica gel column chromatography (chloroform:n-hexane=1:1 to 3:1) to provide 0.75 g of white crystals. Yield: 87%

後処理

  1. filtrationsubjected to Celite filtration
  2. extractionThe filtrate was extracted with chloroform
  3. customThe extract was purified by silica gel column chromatography (chloroform:n-hexane=1:1 to 3:1)

出典と根拠

ORDレコード
ord-1819abb030284808a9311fb6bb9e8ae9
出典データセット
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05866594

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート