Hydrochloric Acid → HCID 59456310、化合物

HRID 1873408ノート

反応式

HRID 1873408 の反応式
[H-].[Na+].[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[Se:16][C:15]([CH2:17][OH:18])=[CH:14][CH:13]=2)=[C:8]([F:19])[C:7]=1[F:20])[CH3:4].[CH3:21]I.Cl>CCCCC.C1COCC1.O>[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[Se:16][C:15]([CH2:17][O:18][CH3:21])=[CH:14][CH:13]=2)=[C:8]([F:19])[C:7]=1[F:20])[CH3:4]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 59456265[5-(4-Ethoxy-2,3-difluorophenyl)selenophen-2-yl]methanol

生成物 1

HCID 59456310HCID 59456310、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8003Pentane溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

400 mg (10.0 mmol) of sodium hydride (60% suspension in paraffin oil) are washed with n-pentane and suspended in 5 ml of THF. A solution of 1.9 g (about 6.0 mmol) of crude [5-(4-ethoxy-2,3-difluorophenyl)selenophen-2-yl]methanol in 20 ml of THF is added dropwise, and the mixture is stirred for 2 h. 1.0 ml (16.1 mmol) of methyl iodide is metered in, and the batch is stirred at RT for 2 h. Water is carefully added to the reaction mixture, which is then acidified using 2 N hydrochloric acid. The mixture is extracted with MTBE, and the extract is washed with sat. sodium chloride soln. The solution is dried using sodium sulfate and concentrated to dryness. The crude product is purified by column chromatography (SiO2, toluene). The further purification is carried out by recrystallisation from ethanol and MTBE. 2-(4-Ethoxy-2,3-difluorophenyl)-5-methoxymethylselenophene is obtained as a solid having an m.p. of 84° C.

後処理

  1. stirringis stirred at RT for 2 h
  2. extractionThe mixture is extracted with MTBE
  3. washthe extract is washed with sat. sodium chloride soln
  4. customThe solution is dried
  5. concentrationconcentrated to dryness
  6. customThe crude product is purified by column chromatography (SiO2, toluene)
  7. customThe further purification
  8. customis carried out by recrystallisation from ethanol and MTBE

出典と根拠

ORDレコード
ord-ba8b38698f844f7899bd3fff4a12e904
出典データセット
uspto-grants-2012_11
特許番号
US08304036B2

反応ノート

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