Iodine → HCID 58186771、化合物

HRID 481404

反応式

HRID 481404 の反応式
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]

参加物

6

反応物 3

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

生成物 1

HCID 58186771HCID 58186771、化合物

試薬・触媒・溶媒 2

HCID 24470Silver Nitrate触媒HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-dcbbce4be8e2461eb5ab97dbecd74661
出典データセット
uspto-grants-1998_08
特許番号
US05789415

関連ノート

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