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Dimethylformamide → HCID 68264841、化合物

HRID 877484
ノート
印刷プレビュー

反応式

HRID 877484 の反応式
[Cl:1][C:2]1[C:10]2[NH:9][C:8]3[C:11](=[O:14])[CH2:12][CH2:13][C:7]=3[C:6]=2[CH:5]=[C:4]([Cl:15])[CH:3]=1.[C:16]([O-:19])([O-])=O.[K+].[K+].CN([CH:25]=[O:26])C>O>[C:16]([O:26][CH2:25][N:9]1[C:10]2[C:2]([Cl:1])=[CH:3][C:4]([Cl:15])=[CH:5][C:6]=2[C:7]2[CH2:13][CH2:12][C:11](=[O:14])[C:8]1=2)(=[O:19])[C:6]([CH3:7])([CH3:10])[CH3:5]
参加物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 6228DimethylformamideHCID 11430Potassium CarbonateHCID 68264843HCID 68264843、化合物

生成物 1

HCID 68264841HCID 68264841、化合物収率 68%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 5,7-dichloro-1,2-dihydrocyclopenta[b]indol-3(4H)-one (0.1 g, 0.41 mmol) in anhydrous DMF (5 mL), K2CO3 (80 mg, 0.62 mmol) was added followed by chloro methyl pivalate (0.07 mL, 0.51 mmol) and the resulting mixture stirred at room temperature for 3 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (3×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to give the crude compound which was purified by silica gel chromatography [EtOAc-hexane (3:17) as eluant] to provide the title compound as a yellow solid (0.10 g, 68%). 1H NMR (500 MHz, CDCl3, δ in ppm) 7.61 (s, 1H), 7.41 (s, 1H), 6.56 (s, 2H), 3.04 (s, 4H), 1.14 (s, 9H).

後処理

  1. extractionextracted with EtOAc (3×10 mL)
  2. dry with materialThe combined organic extracts were dried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. customto give the crude compound which
  5. customwas purified by silica gel chromatography [EtOAc-hexane (3:17) as eluant]

出典と根拠

ORDレコード
ord-ac47ac7864b8471fbd81ff837ad26ae2
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08987319B2

反応ノート

読み込み中…

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