Boron trifluoride etherate → 9,10-Dihydro-9,10-anthracenedicarboxaldehyde

HRID 2057556ノート

反応式

HRID 2057556 の反応式
B(F)(F)F.CCOCC.C(=O)([O-])[O-].[K+].[K+].[O:16]1[CH2:18][C:17]21[C:31]1[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:25]1([CH2:33][O:32]1)[C:24]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]2=1>CCOCC>[CH:23]1[C:24]2[CH:25]([CH:33]=[O:32])[C:26]3[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:17]([CH:18]=[O:16])[C:19]=2[CH:20]=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 8000Boron trifluoride etherateHCID 11430Potassium CarbonateHCID 3321211Dispiro(oxirane-2,9'(10'H)-anthracene-10',2''-oxirane)

生成物 1

HCID 112300969,10-Dihydro-9,10-anthracenedicarboxaldehyde

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

A mixture of 0.1 ml. of boron trifluoride etherate in 40 ml. of ether and 2.0 g. of potassium carbonate is stirred at 0° C. for 10 minutes. A solution of 500 mg. of dispiro[oxirane-2,9'(10'H)-anthracene-10',2"-oxirane] in 20 ml. of ether is added. The resulting mixture is stirred at 0° C. for an additional 2 minutes, and filtered. The ether filtrate is washed twice with a mixture of 10 ml. of saturated sodium bicarbonate solution and 10 ml. of ice-water, then dried over anhydrous sodium sulfate and filtered. The ether is removed and the residue is recrystallized from ether/hexane to give 384 mg. of the desired product as yellow crystals, m.p. 132°-135° C.

後処理

  1. additionA mixture of 0.1 ml
  2. filtrationfiltered
  3. washThe ether filtrate is washed twice with a mixture of 10 ml
  4. dry with materialof ice-water, then dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe ether is removed
  7. customthe residue is recrystallized from ether/hexane
  8. customto give 384 mg

出典と根拠

ORDレコード
ord-989f369af69142d4b4ee9a66a5516757
出典データセット
uspto-grants-1980_07
特許番号
US04211726

反応ノート

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