3-Chloro-2-methyl-1-propene → Diethyl (2-methylprop-2-en-1-yl)(propan-2-yl)propanedioate

HRID 441841

반응식

HRID 441841 반응식
[CH:1]([CH:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])([CH3:3])[CH3:2].CN(P(N(C)C)N(C)C)C.[H-].[Na+].[CH2:27](Cl)[C:28](=[CH2:30])[CH3:29]>C1(C)C=CC=CC=1.CN(P(N(C)C)N(C)C)C.C1(C)C=CC=CC=1>[CH:1]([C:4]([CH2:29][C:28]([CH3:30])=[CH2:27])([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 112413-Chloro-2-methyl-1-propeneHCID 12966Diethyl isopropylmalonateHCID 15355Hexamethylphosphorous triamideHCID 24758Sodium hydride

생성물 1

HCID 54297538Diethyl (2-methylprop-2-en-1-yl)(propan-2-yl)propanedioate

시약·촉매·용매 2

HCID 1140Toluene용매HCID 131710867HMPT toluene용매2회

반응 조건

온도
60 °C

실험 절차

A solution of diethyl isopropylmalonate (8.1g) in 25 ml of a 25% solution of HMPT (hexamethylphosphorus triamide) in toluene was added dropwise over 15 minutes to a suspension of sodium hydride (50 mM) in 25% HMPT/toluene (50 ml) at room temperature. The mixture was then stirred at 60° C. for 1/2 hour, cooled to 25° C. and methallyl chloride (4.0g) in 25% HMPT/toluene was added over 10 minutes. The mixture was stirred at 80°-85° C. overnight, cooled to room temperature and poured onto a mixture of ice/hydrochloric acid. The product was extracted with ether, the ethereal extracts washed with water, followed by 2N sodium hydroxide and then water, and dried over magnesium sulphate. Removal of solvent gave diethyl isopropyl-2-methylprop-2-enylmalonate as a pale yellow liquid. R.I. nD21 1.4467.

후처리

  1. temperaturecooled to 25° C.
  2. stirringThe mixture was stirred at 80°-85° C. overnight
  3. temperaturecooled to room temperature
  4. extractionThe product was extracted with ether
  5. washthe ethereal extracts washed with water
  6. dry with materialwater, and dried over magnesium sulphate
  7. customRemoval of solvent

출처 및 근거

ORD 기록
ord-e4fab342618b4a428769a1d589c27839
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04042710

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