Methyl vinyl ketone → Diethyl (3-oxobutyl)phosphonate

HRID 839177노트

반응식

HRID 839177 반응식
[P:1]([O-:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4].[O-]CC.[Na+].[Na].[CH:14]([C:16]([CH3:18])=[O:17])=[CH2:15]>C(O)C.C(Cl)(Cl)Cl>[O:17]=[C:16]([CH3:18])[CH2:14][CH2:15][P:1](=[O:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4]

참가 물질

7

반응물 4

HCID 6570Methyl vinyl ketoneHCID 2723922Sodium ethoxideHCID 3780918DiethylphosphiteHCID 5360545Sodium

생성물 1

HCID 14033Diethyl (3-oxobutyl)phosphonate

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6212Chloroform용매

반응 조건

온도
15 °C

실험 절차

To 243 grams (1.76 moles) of diethyl phosphite stirred under nitrogen and protected by a drying tube was added a solution of sodium ethoxide prepared from 5.07 grams (0.22 mole) of sodium in 100 ml of anhydrous ethanol. Methyl vinyl ketone, 112 grams (1.60 moles), was then added at such a rate as to keep the temperature at 35°-40° C. The addition required about one hour. The reaction mixture was stirred for one-half hour after the addition was completed and was stripped to dryness in vacuo at 60° C/16 mm. The residue was taken up in 600 ml of chloroform, and the solution cooled to 15° C and washed successively with dilute acid, water and saturated sodium chloride solution. After drying, the chloroform solution was distilled to yield 112 grams of diethyl 3-oxobutylphosphonate as a colorless liquid, B.P. 106° C/0.05 mm, nD 25 1.4340. VPC indicated that the product was 90% pure.

후처리

  1. customprotected by a drying tube
  2. customat 35°-40° C
  3. additionThe addition required about one hour
  4. additionafter the addition
  5. customwas stripped to dryness in vacuo at 60° C
  6. washwashed successively
  7. additionwith dilute acid, water and saturated sodium chloride solution
  8. customAfter drying
  9. distillationthe chloroform solution was distilled

출처 및 근거

ORD 기록
ord-c09dce7f8cdb44148b092b5eec8062b4
출처 데이터셋
uspto-grants-1978_06
특허 번호
US04093809

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