Ethyl Acetate → 8-Methylidene-1,4-dioxaspiro[4.5]decane

HRID 1966812ノート

反応式

HRID 1966812 の反応式
[CH3:1]C(C)([O-])C.[K+].CI.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:28]1[C:32]2([CH2:37][CH2:36][C:35](=O)[CH2:34][CH2:33]2)[O:31][CH2:30][CH2:29]1.C(OCC)(=O)C>O1CCCC1.O>[CH2:1]=[C:35]1[CH2:36][CH2:37][C:32]2([O:31][CH2:30][CH2:29][O:28]2)[CH2:33][CH2:34]1

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 13401130HCID 13401130、化合物HCID 23665647Potassium tert-butoxide

生成物 1

HCID 109537438-Methylidene-1,4-dioxaspiro[4.5]decane

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

Potassium tert-butoxide (3.230 gm, 28.812 mmol) and triphenylphosphine methyl iodide (10.286 gm, 28.812 mmol) were dissolved in dry tetrahydrofuran (30 ml). The mixture was cooled to −78° C. and stirred at the same temperature for about 15 minutes. 1,4-Dioxaspiro[4.5]decan-8-one (3.0 gm, 19.208 mmol) in tetrahydrofuran was added drop wise and the mixture was stirred at the same temperature for about 30 minutes and then it was warmed to room temperature and stirred overnight, extaction was done with ethyl acetate and water. The organic layer was dried over sodium sulphate and concentrated. Purification was done by column chromatography.

後処理

  1. stirringthe mixture was stirred at the same temperature for about 30 minutes
  2. temperatureit was warmed to room temperature
  3. stirringstirred overnight
  4. dry with materialThe organic layer was dried over sodium sulphate
  5. concentrationconcentrated
  6. customPurification

出典と根拠

ORDレコード
ord-a70918488f4a43a5a602075749591145
出典データセット
uspto-grants-2013_04
特許番号
US08420666B2

反応ノート

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