Sodium hydride → HCID 54093623、化合物

HRID 2290811ノート

反応式

HRID 2290811 の反応式
[H-].[Na+].[O:3]=[C:4]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:5]P(=O)(OC)OC.[C:18]([O:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][C:31](=[O:33])[CH3:32])[CH:25]=O)(=[O:20])[CH3:19]>O.C(COC)OC.CS(C)=O>[C:18]([O:21][C:22]1[CH:23]=[C:24]([CH:25]=[CH:5][C:4](=[O:3])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:27]=[CH:28][C:29]=1[O:30][C:31](=[O:33])[CH3:32])(=[O:20])[CH3:19]

参加物

7

反応物 3

HCID 24758Sodium hydrideHCID 15174883,4-DiacetoxybenzaldehydeHCID 13390134Dimethyl (2-oxooctyl)phosphonate

生成物 1

HCID 54093623HCID 54093623、化合物収率 80.4%

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒3 回

実験手順

To a mixture of 400 mg of oily sodium hydride (60%) and 50 ml of 1,2-dimethoxyethane was added dropwise a mixture of 3.06 g of dimethyl 2-oxooctylphosphonate and 10 ml of dimethoxyethane with stirring under ice-cooling. After adding thereto 5 ml of dimethyl sulfoxide and stirring the mixture for one hour at room temperature, a mixture of 2.22 g of 3,4-diacetoxybenzaldehyde and 10 ml of dimethoxyethane was added dropwise to the mixture. After stirring the resultant mixture for 4 hours at room temperature, 400 ml of water was added to the reaction mixture and the product was extracted twice each time with 50 ml of ether. The extract was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was applied to silica gel (120 g) column chromatography and eluted with a mixture of toluene and ethyl acetate (20:1) to provide 2.67 g of 1-(3,4-diacetoxyphenyl)-1-nonen-3-one.

後処理

  1. additionwas added dropwise
  2. temperaturecooling
  3. additionAfter adding
  4. additionwas added dropwise to the mixture
  5. extractionthe product was extracted twice each time with 50 ml of ether
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. washeluted with a mixture of toluene and ethyl acetate (20:1)

出典と根拠

ORDレコード
ord-e86c48d040f94df2abfc191001038835
出典データセット
uspto-grants-1986_10
特許番号
US04618627

反応ノート

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