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Water → 3-Methyl-3-(5-methyl-furan-2-yl)-butyric acid methyl ester

HRID 1807021
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인쇄 미리보기

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HRID 1807021 반응식
[CH3:1][O:2][C:3](=[O:18])[CH:4]([C:9]([CH3:17])([C:11]1[O:12][C:13]([CH3:16])=[CH:14][CH:15]=1)[CH3:10])C(OC)=O.[Li+].[Cl-].O>CS(C)=O>[CH3:1][O:2][C:3](=[O:18])[CH2:4][C:9]([CH3:10])([C:11]1[O:12][C:13]([CH3:16])=[CH:14][CH:15]=1)[CH3:17]
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참가 물질

5

반응물 3

HCID 962WaterHCID 433294Lithium ChlorideHCID 143572892-[1-Methyl-1-(5-methyl-furan-2-yl)-ethyl]-malonic acid dimethyl ester

생성물 1

HCID 143572913-Methyl-3-(5-methyl-furan-2-yl)-butyric acid methyl ester수율 78%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
170 °C

실험 절차

Step C To a solution of 2-[1-methyl-1-(5-methyl-furan-2-yl)-ethyl]-malonic acid dimethyl ester (2.5 g, 9.8 mmol) in DMSO (30 mL) was added LiCl (1 g, 23.7 mmol) and H2O (0.17 mL, 9.8 mmol). The reaction mixture was heated at 170° C. for 3 h, then poured into a ice-water, extracted with ethyl acetate. The organic layer were separated, washed with water, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:20, 1:20) to give 3-methyl-3-(5-methyl-furan-2-yl)-butyric acid methyl ester as a colorless oil (1.5 g, 78%).

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic layer were separated
  3. washwashed with water, brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography (EtOAc:hexanes=1:20, 1:20)

출처 및 근거

ORD 기록
ord-2b15ec153c234f4c93a696aebb54c7b3
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354444B2

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