Sodium hydride → HCID 54093623, 화합물

HRID 2290811노트

반응식

HRID 2290811 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

HCID 54093623HCID 54093623, 화합물수율 80.4%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 80711,2-Dimethoxyethane용매3회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e86c48d040f94df2abfc191001038835
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04618627

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