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Methyltriphenylphosphonium iodide → 1,3-Dichloro-2,4-difluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene

HRID 2206932
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HRID 2206932 반응식
[I-].[CH3:2][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CC(C)([O-])C.[K+].[Cl:28][C:29]1[C:30]([F:43])=[C:31]([C:37](=O)[C:38]([F:41])([F:40])[F:39])[CH:32]=[C:33]([Cl:36])[C:34]=1[F:35]>O1CCCC1.CCCCC.O>[Cl:36][C:33]1[CH:32]=[C:31]([C:37]([C:38]([F:41])([F:40])[F:39])=[CH2:2])[C:30]([F:43])=[C:29]([Cl:28])[C:34]=1[F:35]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 638159Methyltriphenylphosphonium iodideHCID 23665647Potassium tert-butoxideHCID 871586251-(3,5-Dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone

생성물 1

HCID 866850801,3-Dichloro-2,4-difluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene수율 70.1%

시약·촉매·용매 3

HCID 962Water용매
HCID 8003
Pentane
용매
HCID 8028Tetrahydrofuran용매2회

실험 절차

To the suspension of methyl triphenylphosphonium iodide (1.92 g) in tetrahydrofuran (12 ml) was added potassium tert-butoxide (0.53 g) slowly at argon atomosphere below 0° C. on ice/water bath. The reaction mixture turned to yellow and stirred for 0.5 h. To the mixture was added a solution of 1-(3,5-dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone (1.15 g) in tetrahydrofuran (3 ml) dropwise on ice/water bath. After addition, the reaction mixture was warmed to room temperature and stirred over night. The reaction mixture was diluted with pentane and water. The organic phase was separated and washed with water and dried over MgSO4. The crude residue was purified on silica-gel column chromatography (eluent: n-hexane) to give 1,3-dichloro-2,4-difluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene (0.80 g).

후처리

  1. additionAfter addition
  2. stirringstirred over night
  3. customThe organic phase was separated
  4. washwashed with water
  5. dry with materialdried over MgSO4
  6. customThe crude residue was purified on silica-gel column chromatography (eluent: n-hexane)

출처 및 근거

ORD 기록
ord-426d780a63f64851a0f69f7f666a349c
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09375000B2

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