Hydrochloric Acid → HCID 59456310, 화합물

HRID 1873408노트

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HRID 1873408 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

HCID 59456310HCID 59456310, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8003Pentane용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ba8b38698f844f7899bd3fff4a12e904
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304036B2

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