Diethyl isopropylmalonate → Diethyl 2-isopropyl-2-propylmalonate

HRID 441844

反応式

HRID 441844 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 599161Diethyl 2-isopropyl-2-propylmalonate収率 87%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 131710867HMPT toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-38001f5f459b49bb9047209669264c1f
出典データセット
uspto-grants-1977_08
特許番号
US04042710

関連ノート

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