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5-Methanesulfonyl-furan-2-carboxylic acid methoxy-methyl-amide → 1-(5-Methanesulfonyl-furan-2-yl)-propan-1-one

HRID 1698167
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HRID 1698167 반응식
CON(C)[C:4]([C:6]1[O:7][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:9][CH:10]=1)=[O:5].[CH2:16]([Mg]Cl)[CH3:17]>C1COCC1>[CH3:14][S:11]([C:8]1[O:7][C:6]([C:4](=[O:5])[CH2:16][CH3:17])=[CH:10][CH:9]=1)(=[O:12])=[O:13]
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참가 물질

4

반응물 2

HCID 592784855-Methanesulfonyl-furan-2-carboxylic acid methoxy-methyl-amideHCID 178461633HCID 178461633, 화합물

생성물 1

HCID 592781411-(5-Methanesulfonyl-furan-2-yl)-propan-1-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a chilled (0° C.) solution of 5-methanesulfonyl-furan-2-carboxylic acid methoxy-methyl-amide (1.48 g, 6.36 mmol) in THF (30 mL) was added a 2 M solution of ethylmagnesium chloride in THF (7.0 mL, 14 mmol). The mixture was then slowly warmed to with stifling. After 18 hours, the mixture was quenched with saturated aqueous ammonium chloride (50 mL) and then diluted with ethyl acetate (50 mL). The aqueous phase was separated and extracted with ethyl acetate (3×30 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated to afford 1-(5-methanesulfonyl-furan-2-yl)-propan-1-one.

후처리

  1. temperatureThe mixture was then slowly warmed to with stifling
  2. customthe mixture was quenched with saturated aqueous ammonium chloride (50 mL)
  3. additiondiluted with ethyl acetate (50 mL)
  4. customThe aqueous phase was separated
  5. extractionextracted with ethyl acetate (3×30 mL)
  6. dry with materialThe combined organic layers were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-69fcef26be8543f0bf38e6e7f9ab6272
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163918B2

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