Sulfoxonium, trimethyl-, iodide (1:1) → 2-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-difluoromethyloxirane

HRID 2106056ノート

反応式

HRID 2106056 の反応式
[I-].C[S+](C)(C)=O.[CH3:7][Si](C)(C)[N-][Si](C)(C)C.[Na+].[F:17][CH:18]([F:34])[C:19](=[O:33])[CH2:20][C:21]([CH3:32])([C:23]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=1[O:30][CH3:31])[CH3:22]>CS(C)=O.C1COCC1.CCCCCC>[F:29][C:27]1[CH:26]=[CH:25][C:24]([O:30][CH3:31])=[C:23]([C:21]([CH3:22])([CH3:32])[CH2:20][C:19]2([CH:18]([F:17])[F:34])[CH2:7][O:33]2)[CH:28]=1

参加物

7

反応物 3

HCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 2724254Sodium bis(trimethylsilyl)amideHCID 578099691,1,-Difluoro-4-methyl-4-(2-methoxy-5-fluorophenyl)pentan-2-one

生成物 1

HCID 578097912-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-difluoromethyloxirane

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

To suspension of trimethylsulfoxonium iodide (0.22 g) in DMSO (0.5 mL) and THF (0.5 mL) stirred under nitrogen and cooled on ice was added sodium hexamethyldisilazide (1.0 mL, 1.0M in THF) dropwise over 5 minutes. After 15 minutes, a solution of 1,1,-difluoro-4-methyl-4-(2-methoxy-5-fluorophenyl)pentan-2-one (0.23 g) in THF (0.6 mL) was added dropwise and the mixture was allowed to come to room temperature over 2 hours. The mixture was diluted with hexane, washed with water, dried, filtered, and evaporated in vacuo to give 2-[2-(5-fluoro-2-methoxyphenyl)-2-methylpropyl]-2-difluoromethyloxirane as an oil (0.25 g).

後処理

  1. temperaturecooled on ice
  2. waitto come to room temperature over 2 hours
  3. washwashed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-240c321e287443fcaf539439071c1bc4
出典データセット
uspto-grants-2009_08
特許番号
US07579469B2

反応ノート

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