Diethyl isopropylmalonate → Diethyl 2-isopropyl-2-propylmalonate

HRID 441844

반응식

HRID 441844 반응식
[CH2:1]([O:3][C:4](=[O:14])[CH:5]([CH:11]([CH3:13])[CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].CN(P(N(C)C)N(C)C)C.[H-].[Na+].[CH3:27][CH2:28][CH2:29]I>C1(C)C=CC=CC=1.CN(P(N(C)C)N(C)C)C.C1(C)C=CC=CC=1>[CH:11]([C:5]([CH2:27][CH2:28][CH3:29])([C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:4]([O:3][CH2:1][CH3:2])=[O:14])([CH3:12])[CH3:13]

참가 물질

7

반응물 4

HCID 12966Diethyl isopropylmalonateHCID 15355Hexamethylphosphorous triamideHCID 24758Sodium hydrideHCID 336431-Iodopropane

생성물 1

HCID 599161Diethyl 2-isopropyl-2-propylmalonate수율 87%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 131710867HMPT toluene용매

실험 절차

A solution of diethylisopropylmalonate (10.1g) in 15 ml of a 25% solution of HMPT (hexamethylphosphorus triamide) in toluene was added dropwise over 15 minutes to a suspension of sodium hydride (70 mM) in 25% HMPT/toluene (15 ml) at 50°-70° C. N-propyl iodide (17.0g) was then added over 30 minutes at 70°-100° C. and the mixture stirred at 120°-130° C. for 11/2 hours. After cooling, methylated spirits (10 ml) was added and the mixture poured onto a mixture of ice/hydrochloric acid. The product was extracted with ether, the ethereal extracts washed with sodium bicarbonate (X2), then water and dried over anhydrous magnesium sulphate. Removal of the solvent gave diethyl 2-isopropyl-2-propylmalonate as a yellow liquid b.p. 92°-94°/1 mm Hg. 87% yield.

후처리

  1. temperatureAfter cooling
  2. extractionThe product was extracted with ether
  3. washthe ethereal extracts washed with sodium bicarbonate (X2)
  4. dry with materialwater and dried over anhydrous magnesium sulphate
  5. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-38001f5f459b49bb9047209669264c1f
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04042710

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