Iodine → HCID 58186771, 화합물

HRID 481404

반응식

HRID 481404 반응식
C(O[CH:4]([O:8][CH2:9][CH3:10])[O:5]CC)C.[CH3:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[CH:18]=[C:17]([C:22](=O)C)[CH:16]=[CH:15]2.II>C(O)C.[N+]([O-])([O-])=O.[Ag+]>[CH2:9]([O:8][C:4](=[O:5])[CH2:11][C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([CH3:22])[CH:18]=2)[CH:13]=1)[CH3:10]

참가 물질

6

반응물 3

HCID 807IodineHCID 31214Ethyl orthoformateHCID 5980856'-Methyl-2'-acetonaphthone

생성물 1

HCID 58186771HCID 58186771, 화합물

시약·촉매·용매 2

HCID 24470Silver Nitrate촉매HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

Triethylorthoformate (1.5 ml) and 1-(6-methylnaphthalen-2-yl)ethanone (1.0 mmol) were dissolved in ethanol (4 ml). To the reaction mixture were added AgNO3 (2.1 mmol) and I2 (1.05 mmol) and the reaction mixture was heated to 80° C. for 20 hours. The reaction mixture was cooled to ambient temperature and concentrated to dryness. The residue was diluted eith EtOAc and filtered through celite. The combined organics were washed with saturated sodium bicarbonate solution and brine. The organic layer was then dried over MgSO4, filtered and concentrated to dryness. The crude residue was chromatographed on silica gel using 5% EtOAc in hexanes as the eluant to yield the title compound (50).

후처리

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. concentrationconcentrated to dryness
  3. additionThe residue was diluted eith EtOAc
  4. filtrationfiltered through celite
  5. washThe combined organics were washed with saturated sodium bicarbonate solution and brine
  6. dry with materialThe organic layer was then dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated to dryness
  9. customThe crude residue was chromatographed on silica gel using 5% EtOAc in hexanes as the eluant

출처 및 근거

ORD 기록
ord-dcbbce4be8e2461eb5ab97dbecd74661
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789415

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