Water → N-(4,4-dimethyl-chroman-7-yl)-acetamide

HRID 73973

반응식

HRID 73973 반응식
[CH3:1][C:2](=[CH2:16])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:15])[CH3:14])[CH:9]=[CH:10][CH:11]=1.[Al+3].[Cl-].[Cl-].[Cl-].O>FC1C=CC=CC=1>[CH3:16][C:2]1([CH3:1])[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13](=[O:15])[CH3:14])=[CH:9][CH:10]=2)[O:5][CH2:4][CH2:3]1

참가 물질

5

반응물 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 57567384N-[3-(3-methyl-but-3-enyloxy)-phenyl]-acetamide

생성물 1

HCID 57470214N-(4,4-dimethyl-chroman-7-yl)-acetamide수율 54%

시약·촉매·용매 1

HCID 10008Fluorobenzene용매

실험 절차

A mixture of N-[3-(3-methyl-but-3-enyloxy)-phenyl]-acetamide (2.5 g, 11.4 mmol) and AlCl3 (4.52 g, 34.3 mmol) in fluoro-benzene (50 mL) was heated at reflux overnight. After cooling, the reaction mixture was poured into water. The organic layer was separated and the aqueous phase was extracted with EtOAc (40×3 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography to give N-(4,4-dimethyl-chroman-7-yl)-acetamide (1.35 g, 54%).

후처리

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. customThe organic layer was separated
  5. extractionthe aqueous phase was extracted with EtOAc (40×3 mL)
  6. washThe combined organic layers were washed with brine
  7. dry with materialdried over anhydrous Na2SO4
  8. concentrationconcentrated under vacuum
  9. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-2027a42df18e4538b144b8a22b6323f4
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829204B2

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