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

HRID 870909
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HRID 870909 반응식
[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
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4e1f8cdd540e40c6a5017f8d7c17abc9
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08969564B2

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