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Potassium Hydroxide → 2-(Ethoxycarbonyl)-4-methylpentanoic acid

HRID 1516468
ノート
印刷プレビュー

反応式

HRID 1516468 の反応式
C[O:2][C:3](=[O:14])[CH:4]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[OH-].[K+]>C(O)C>[CH2:8]([O:7][C:5](=[O:6])[CH:4]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:3]([OH:14])=[O:2])[CH3:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 249734591-Ethyl 3-methyl 2-isobutylmalonate

生成物 1

HCID 101039412-(Ethoxycarbonyl)-4-methylpentanoic acid収率 92.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Isobutylmalonic acid ethyl ester methyl ester (50.0 g, 231 mmol, 1.0 eq) was dissolved into 280 ml ethanol. To this solution was added solid KOH (12.7 g, 226 mmol, 0.98 eq) and the mixture was stirred at room temperature for 16 hours. The mixture was then concentrated under reduced pressure and redissolved in 500 mL water. The solution was washed 2×250 ml diethyl ether, acidified to pH 2 with 6N HCl, and extracted with 2×250 mL diethyl ether. The organic was dried over MgSO4, and concentrated to yield intermediate (3a) (40.3 g). 1H NMR (DMSO) δ (ppm): 1.0 (dd, 6H), 1.2 (t, 1H), 1.3 (t, 3H), 1.5-1.7 (m, 1H), 1.8 (t, 2H), 3.5 (m, 2H), 4.2 (quart, 2H).

後処理

  1. concentrationThe mixture was then concentrated under reduced pressure
  2. dissolutionredissolved in 500 mL water
  3. washThe solution was washed 2×250 ml diethyl ether
  4. extractionextracted with 2×250 mL diethyl ether
  5. dry with materialThe organic was dried over MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-f5b1e469d3144e3ab573af27e184583e
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08227497B2

反応ノート

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