Allyl Alcohol → Allyl P,P-diethylphosphonoacetate

HRID 52872

反応式

HRID 52872 の反応式
[CH2:1]([O:3][P:4]([CH2:9][C:10]([OH:12])=[O:11])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[CH2:13](O)[CH:14]=[CH2:15].Cl.C(N=C=NCCCNC)C>C(Cl)Cl.CN(C)C1C=CN=CC=1>[CH2:7]([O:6][P:4]([CH2:9][C:10]([O:12][CH2:15][CH:14]=[CH2:13])=[O:11])([O:3][CH2:1][CH3:2])=[O:5])[CH3:8]

参加物

6

反応物 3

HCID 7858Allyl AlcoholHCID 36704(Diethoxyphosphinyl)acetic acidHCID 9794023N-(3-methylaminopropyl)-N'-ethylcarbodiimide hydrochloride

生成物 1

HCID 4583084Allyl P,P-diethylphosphonoacetate収率 82.2%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

29.2 g of the diethylphosphonoacetic acid thus obtained was dissolved in 350 me of methylene chloride, and 17.8 g of allyl alcohol, 1.92 g of 4-dimethylaminopyridine and 29.0 g of 1-ethyl-3-(3-methylaminopropyl)carbodiimide hydrochloride were added thereto with stirring under cooling with ice. The mixture was stirred at room temperature overnight. The reaction solution was evaporated under reduced pressure. The residue was dissolved in ethyl acetate, then sequentially washed with 1N hydrochloric acid, water, a saturated sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. The drying agent was separated by filtration, and then the solvent was distilled off under reduced pressure to obtain 28.9 g of allyl diethylphosphonoacetate.

後処理

  1. additionwere added
  2. temperatureunder cooling with ice
  3. stirringThe mixture was stirred at room temperature overnight
  4. customThe reaction solution was evaporated under reduced pressure
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. washsequentially washed with 1N hydrochloric acid, water
  7. dry with materiala saturated sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate
  8. customThe drying agent was separated by filtration
  9. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-d728077f295740f79612ef0dd40891fd
出典データセット
uspto-grants-1997_04
特許番号
US05616803

関連ノート

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