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

Water → (E)-[2-(2-ethyl-3-methylindol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile

HRID 452141
ノート
印刷プレビュー

反応式

HRID 452141 の反応式
[CH2:1]([C:3]1[NH:4][C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:2].[H-].[Na+].Br[CH2:16][C:17]1[CH:34]=[CH:33][C:20]2/[C:21](=[CH:30]/[C:31]#[N:32])/[C:22]3[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=3[CH2:24][CH2:25][C:19]=2[CH:18]=1.O>CN(C=O)C>[CH2:1]([C:3]1[N:4]([CH2:16][C:17]2[CH:34]=[CH:33][C:20]3/[C:21](=[CH:30]/[C:31]#[N:32])/[C:22]4[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=4[CH2:24][CH2:25][C:19]=3[CH:18]=2)[C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 13766362-ethyl-3-methyl-1H-indoleHCID 67210773(E)-(2-bromomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)acetonitrile

生成物 1

HCID 67211487(E)-[2-(2-ethyl-3-methylindol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile収率 47.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

[step 1] 2-Ethyl-3-methylindole (196 mg, 1.23 mmol) was dissolved in DMF (3.2 mL), sodium hydride (60%; 49 mg, 1.23 mmol) was added, and the mixture was stirred at room temperature for 15 min. To the reaction mixture was added (E)-2-(2-bromomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)acetonitrile (200 mg, 0.617 mmol) obtained in Reference Example B1, and the mixture was stirred at room temperature for 2 hr. Water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1) to give (E)-[2-(2-ethyl-3-methylindol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile (117 mg, 47%).

後処理

  1. customobtained in Reference Example B1
  2. stirringthe mixture was stirred at room temperature for 2 hr
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1)

出典と根拠

ORDレコード
ord-ca304c8280684094b237848d058601d2
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08486980B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート