Hydrochloric Acid → 2-(4-Ethoxy-2,3-difluorophenyl)-5-but-1-enylselenophene

HRID 1873401노트

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HRID 1873401 반응식
[Br-].[CH2:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:3][CH3:4].CC(C)([O-])C.[K+].[CH2:30]([O:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]2[Se:43][C:42]([CH:44]=O)=[CH:41][CH:40]=2)=[C:35]([F:46])[C:34]=1[F:47])[CH3:31].Cl>C1COCC1.O>[CH2:30]([O:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]2[Se:43][C:42]([CH:44]=[CH:2][CH2:3][CH3:4])=[CH:41][CH:40]=2)=[C:35]([F:46])[C:34]=1[F:47])[CH3:31]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 80374Propyltriphenylphosphonium bromideHCID 23665647Potassium tert-butoxideHCID 594563155-(4-Ethoxy-2,3-difluorophenyl)selenophene-2-carbaldehyde

생성물 1

HCID 722902482-(4-Ethoxy-2,3-difluorophenyl)-5-but-1-enylselenophene

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매3회

실험 절차

14.1 g (35.0 mmol) of propyltriphenylphosphonium bromide are initially introduced in 150 ml of THF at 0° C., and 3.93 g (35.0 mmol) of potassium tert-butoxide dissolved in 50 ml of THF are added. After 1 h at this temperature, 9.0 g (28.6 mmol) of 5-(4-ethoxy-2,3-difluorophenyl)selenophene-2-carbaldehyde are added as a solution in 300 ml of THF, and the batch is stirred at RT for 19 h. Water and 2 N hydrochloric acid are added to the mixture, and the batch is extracted with MTBE. The combined organic phases are washed with sat. sodium chloride soln. and dried using sodium sulfate. The solution is concentrated to dryness, and the residue is purified by column chromatography (SiO2, toluene). 2-(4-Ethoxy-2,3-difluorophenyl)-5-but-1-enylselenophene is obtained as a reddish solid.

후처리

  1. additionare added
  2. extractionthe batch is extracted with MTBE
  3. washThe combined organic phases are washed with sat. sodium chloride soln
  4. customand dried
  5. concentrationThe solution is concentrated to dryness
  6. customthe residue is purified by column chromatography (SiO2, toluene)

출처 및 근거

ORD 기록
ord-abd2f197ce8b460f9cbfa4ef98e825ba
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304036B2

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