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Sodium hydride → 8-chloro-5-vinyl-5H-chromeno[3,4-c]pyridine

HRID 870909
ノート
印刷プレビュー

反応式

HRID 870909 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][C:11]=2[CH:16]([OH:19])[CH:17]=[CH2:18])=[C:6](F)[CH:5]=1>C1COCC1>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]2[C:10]3[C:11](=[CH:12][N:13]=[CH:14][CH:15]=3)[CH:16]([CH:17]=[CH2:18])[O:19][C:6]=2[CH:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 866959021-(4-(4-Chloro-2-fluorophenyl)pyridin-3-yl)prop-2-en-1-ol

生成物 1

HCID 866959038-chloro-5-vinyl-5H-chromeno[3,4-c]pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred suspension of NaH (0.182 g, 7.58 mmol) in THF (30 mL) was added 1-(4-(4-chloro-2-fluorophenyl)pyridin-3-yl)prop-2-en-1-ol (0.5 g, 1.896 mmol) dissolved in THF (5 mL) and the reaction mixture was stirred at room temperature for 2 h. The reaction was quenched by addition of saturated aqueous ammonium chloride solution (5 mL) and extracted with ethyl acetate (3×10 mL). The combined organic extracts were washed with brine (1×10 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude 8-chloro-5-vinyl-5H-chromeno[3,4-c]pyridine was used without purification in the next step.

後処理

  1. customThe reaction was quenched by addition of saturated aqueous ammonium chloride solution (5 mL)
  2. extractionextracted with ethyl acetate (3×10 mL)
  3. washThe combined organic extracts were washed with brine (1×10 mL)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude 8-chloro-5-vinyl-5H-chromeno[3,4-c]pyridine was used without purification in the next step

出典と根拠

ORDレコード
ord-4e1f8cdd540e40c6a5017f8d7c17abc9
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08969564B2

反応ノート

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