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Pyrrolidine → HCID 18987724, 화합물

HRID 1463280
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HRID 1463280 반응식
[F:1][C:2]([F:15])([F:14])[O:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11](=[O:13])[CH3:12])[CH:5]=1.[CH3:16][C:17]([CH:19]([O:22][CH3:23])[O:20][CH3:21])=O.N1CCCC1>C1(C)C=CC=CC=1>[CH3:21][O:20][CH:19]([O:22][CH3:23])[C:17]1([CH3:16])[CH2:12][C:11](=[O:13])[C:6]2[CH:5]=[C:4]([O:3][C:2]([F:14])([F:15])[F:1])[CH:9]=[CH:8][C:7]=2[O:10]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 80650Pyruvic aldehyde dimethyl acetalHCID 27751021-[2-Hydroxy-5-(trifluoromethoxy)phenyl]ethan-1-one

생성물 1

HCID 18987724HCID 18987724, 화합물수율 65%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

To a solution of 0.5 g (2.27 mmole) of the compound obtained in step 2 dissolved in 10 ml of toluene were added 0.55 ml (4.54 mmole) of pyruvic aldehyde dimethyl acetal and 80 mg (1.14 mmole) of pyrrolidine. The reactants were heated to reflux for about 12 hours using Dean-Stark apparatus. After completion of the reaction, toluene solvent was removed therefrom under reduced pressure. The residue so obtained was extracted with ethyl acetate and concentrated to give residue, which was purified by silica gel column chromatography using as an eluent a mixture of hexane and ethyl acetate of 10:1 to obtain 0.470 g (yield 65%) of the title compound.

후처리

  1. temperatureThe reactants were heated
  2. temperatureto reflux for about 12 hours
  3. customwas removed
  4. customThe residue so obtained
  5. extractionwas extracted with ethyl acetate
  6. concentrationconcentrated
  7. customto give residue, which
  8. customwas purified by silica gel column chromatography
  9. additiona mixture of hexane and ethyl acetate of 10:1

출처 및 근거

ORD 기록
ord-541cf7aacaf445f28b503e8a1c6a2929
출처 데이터셋
uspto-grants-1994_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05300511

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