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Ethanol → 1-(4-Isopropyl-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid ethyl ester

HRID 889026
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HRID 889026 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[CH2:13][CH:12]([C:16]([OH:18])=[O:17])[CH2:11]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].S(Cl)(Cl)=O.[CH2:23](O)[CH3:24]>>[CH2:23]([O:17][C:16]([CH:12]1[CH2:13][C:14](=[O:15])[N:10]([C:7]2[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:9][CH:8]=2)[CH2:11]1)=[O:18])[CH3:24]
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참가 물질

4

반응물 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 31510031-(4-Isopropylphenyl)-5-oxopyrrolidine-3-carboxylic acid

생성물 1

HCID 508737211-(4-Isopropyl-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid ethyl ester수율 100%

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온도
57.5 °C

실험 절차

A mixture of 1-(4-isopropyl-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid obtained in step 1 (0.6 g, 2.42 mmol), thionyl chloride (0.35 g, 2.90 mmol), and ethanol (10 ml) was heated at 55-60° C. for 2 hours. The mixture was cooled and solvent was removed. The residue was dissolved in ethyl acetate (20 ml). The organic layer was washed with saturated NaHCO3 and saturated brine solution (20 ml). The organic layer was dried over Na2SO4 and evaporated to obtain 1-(4-isopropyl-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid ethyl ester as yellow oil (0.7 g, 100%).

후처리

  1. temperatureThe mixture was cooled
  2. customsolvent was removed
  3. dissolutionThe residue was dissolved in ethyl acetate (20 ml)
  4. washThe organic layer was washed with saturated NaHCO3 and saturated brine solution (20 ml)
  5. dry with materialThe organic layer was dried over Na2SO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-549c075cf75a45dc8520e3b5311bd618
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08252797B2

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