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Tetrahydrofuran → HCID 59518362、化合物

HRID 1161609
ノート
印刷プレビュー

反応式

HRID 1161609 の反応式
[OH:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][C:9]([OH:16])=[CH:8][CH:7]=3)[CH:3]=1.[CH2:17](N(CC)CC)C.[C:24](Cl)(=[O:28])[C:25]([CH3:27])=[CH2:26].[O:30]1[CH2:34][CH2:33][CH2:32]C1>>[C:24]([O:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][C:9]([O:16][C:34](=[O:30])[C:33]([CH3:17])=[CH2:32])=[CH:8][CH:7]=3)[CH:3]=1)(=[O:28])[C:25]([CH3:27])=[CH2:26]
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 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 13466096Anthracene-2,6-diol

生成物 1

HCID 59518362HCID 59518362、化合物

実験手順

Afterwards, 2,6-Dihydroxyanthracene, obtained by the reaction i, would become a reactant in reaction ii. 0.87 g or 4.14 mmol of 2,6-Dihydroxyanthracene was added to a reactor of 250 ml (such as a two-neck bottle or others), followed by extracting air by a vacuum dehydrator/deaerator. After filling nitrogen gas in the reactor three times, a fluid adding device (such as a dropper or others) was also filled with nitrogen gas. As a result, the reaction was reacted under an anhydrous and anoxic condition. Then, 1.16 ml or 8.28 mmol of triethylamine (Et3N) and 50 ml of dehydrated tetrahydrofuran (THF) were added at room temperature and stirred until dissolving. Later, 0.88 ml or 9.11 mmol of methacryloyl chloride was injected in the solution with ice bath and then was reacted at room temperature overnight. After vacuum filtered by tetrahydrofuran (THF), the filtered liquid was collected and concentrated under reduced pressure. The concentrated solution was extracted by ethyl acetate (EA) and water, followed by drying over by anhydrous magnesium sulfate (MgSO4) and vacuum filtration. Afterwards, the resulting solution was concentrated with vacuum to obtain yellow solid. Thereon, the yellow solid was purified by column chromatography, such as silica gel column or the like, and then washed by a mixed solvent of ethyl acetate and hexane solution (such as EA/Hexane=1/6 by volume) to obtain light yellow solid. Later, the light yellow solid was further purified by recrystallization from a mixed solvent of THF and methanol to obtain 2,6-Dimethacryloxyanthracene (represented as formula 2).

後処理

  1. extractionby extracting air by a vacuum dehydrator/deaerator
  2. additiona fluid adding device (such as a dropper or others)
  3. additionwas also filled with nitrogen gas
  4. customAs a result, the reaction was reacted under an anhydrous and anoxic condition
  5. dissolutionuntil dissolving
  6. customwas reacted at room temperature overnight
  7. filtrationAfter vacuum filtered by tetrahydrofuran (THF)
  8. customthe filtered liquid was collected
  9. concentrationconcentrated under reduced pressure
  10. extractionThe concentrated solution was extracted by ethyl acetate (EA) and water
  11. dry with materialby drying over by anhydrous magnesium sulfate (MgSO4) and vacuum filtration
  12. concentrationAfterwards, the resulting solution was concentrated with vacuum
  13. customto obtain yellow solid
  14. customThereon, the yellow solid was purified by column chromatography, such as silica gel column
  15. washthe like, and then washed by a mixed solvent of ethyl acetate and hexane solution (such as EA/Hexane=1/6 by volume)
  16. customto obtain light yellow solid
  17. customLater, the light yellow solid was further purified by recrystallization from a mixed solvent of THF and methanol

出典と根拠

ORDレコード
ord-e028b1c9e3f34ceab3c2678e350b8bd3
出典データセット
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07820070B2

反応ノート

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