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

HRID 1516468
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HRID 1516468 반응식
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]
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참가 물질

4

반응물 2

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

생성물 1

HCID 101039412-(Ethoxycarbonyl)-4-methylpentanoic acid수율 92.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f5b1e469d3144e3ab573af27e184583e
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08227497B2

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