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Hydrogen Peroxide → 9h-Fluoren-2-yl acetate

HRID 2416351
ノート
印刷プレビュー

反応式

HRID 2416351 の反応式
S(=O)(=O)(O)O.C([C:9]1[CH:21]=[CH:20][C:19]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][C:11]=2[CH:10]=1)(=O)C.[C:22]([O:25]C(=O)C)(=[O:24])[CH3:23].OO>O.C(O)=O>[C:22]([O:25][C:9]1[CH:21]=[CH:20][C:19]2[C:14]3[C:13](=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:12][C:11]=2[CH:10]=1)(=[O:24])[CH3:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 699082-Acetylfluorene

生成物 1

HCID 2470609h-Fluoren-2-yl acetate収率 83.9%

試薬・触媒・溶媒 2

HCID 284Formic Acid溶媒
HCID 962
Water
溶媒

実験手順

Sulfuric acid (40 mL) was added to a mixture of 2-acetylfluorene (165 g), formic acid (320 g), acetic anhydride (120 g) and dicholoromethane (1 L), and then aqueous hydrogen peroxide (120 mL) was dropwise added thereto. The solution was stirred for 30 minutes at a room temperature, and it was heated up to 40° C. and further stirred for 5 hours. Water (1 L) was added to the reaction mixture, and the dichloromethane layer was separated. The dichloromethane layer was washed in order with a saturated sodium carbonate aqueous solution, a sodium hydrogensulfite aqueous solution and water, and then it was dried on anhydrous magnesium sulfate and concentrated to obtain a solid matter. This was recrystallized from a mixed solvent of heptane-ethyl acetate (1:1) to obtain 2-acetoxyfluorene (149 g) of colorless needle crystal. The melting point was 130 C.

後処理

  1. temperatureit was heated up to 40° C.
  2. stirringfurther stirred for 5 hours
  3. customthe dichloromethane layer was separated
  4. washThe dichloromethane layer was washed in order with a saturated sodium carbonate aqueous solution
  5. dry with materiala sodium hydrogensulfite aqueous solution and water, and then it was dried on anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customto obtain a solid matter
  8. customThis was recrystallized from a mixed solvent of heptane-ethyl acetate (1:1)

出典と根拠

ORDレコード
ord-0ea5664139024967b164e558b7400518
出典データセット
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06824709B2

反応ノート

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