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Potassium Hydroxide → 5-Chloro-2-[2-(6-chloro-2-pyridyl)propen-3-yl]-2-methylindan 1,3-dion

HRID 1461633
ノート
印刷プレビュー

反応式

HRID 1461633 の反応式
[OH-].[K+].[Cl:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH:8]([CH3:14])[C:7]2=[O:15].[Cl:16][C:17]1[N:22]=[C:21]([C:23]([CH2:25]Cl)=[CH2:24])[CH:20]=[CH:19][CH:18]=1>CO.[I-].[K+]>[Cl:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[C:8]([CH2:25][C:23]([C:21]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:16])[N:22]=1)=[CH2:24])([CH3:14])[C:7]2=[O:15]
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 3

HCID 14797Potassium HydroxideHCID 150087112-Chloro-6-(3-chloroprop-1-en-2-yl)pyridineHCID 539304495-Chloro-2-methylindan-1,3-dione

生成物 1

HCID 151168185-Chloro-2-[2-(6-chloro-2-pyridyl)propen-3-yl]-2-methylindan 1,3-dion収率 87%

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒
HCID 887
Methanol
溶媒

実験手順

In 20 ml of methanol was dissolved 1.32 g of 85% potassium hydroxide, and then 3.89 g of 5-chloro-2-methylindan-1,3-dione, 3.76 g of 6-chloro-2-(1-chloromethylvinyl)pyridine and 0.05 g of potassium iodide were added to the solution. After refluxing under heating for 3 hours, the solvent was evaporated and water was poured. The reaction mixture was extracted with ethyl acetate, the organic layer was washed with water and with a saturated saline solution, and then dried over anhydrous magnesium sulfate. After the solvent was evaporated, the residue was separated and purified by silica gel column chromatography (developing solvent: n-hexane/ethyl acetate=5/1) to obtain 6.02 g of the compound No. 115 shown in Table 1.

後処理

  1. temperatureAfter refluxing
  2. temperatureunder heating for 3 hours
  3. customthe solvent was evaporated
  4. additionwater was poured
  5. extractionThe reaction mixture was extracted with ethyl acetate
  6. washthe organic layer was washed with water and with a saturated saline solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customAfter the solvent was evaporated
  9. customthe residue was separated
  10. custompurified by silica gel column chromatography (developing solvent: n-hexane/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-ede28d899e7843c5873d4f5d0c3499ea
出典データセット
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05076830

反応ノート

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