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Potassium Carbonate → 1-(p-Chlorophenyl)-1-cyclopropyl-2-fluoro-4-(4-fluoro-3-phenoxyphenyl)-1,3-butadiene

HRID 479888
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반응식

HRID 479888 반응식
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH:11]2[CH2:13][CH2:12]2)=[C:7]([F:10])[CH:8]=O)=[CH:4][CH:3]=1.[F:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23]S(F)(=O)=O)=[CH:19][C:18]=1[O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.C1OCCOCCOCCOCCOCCOC1>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH:11]2[CH2:13][CH2:12]2)=[C:7]([F:10])[CH:8]=[CH:23][C:20]2[CH:21]=[CH:22][C:17]([F:16])=[C:18]([O:28][C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:19]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 12113197(4-Fluoro-3-phenoxyphenyl)methanesulfonyl fluorideHCID 540115002-Fluoro-3-cyclopropyl-3-(p-chlorophenyl)acrylaldehyde

생성물 1

HCID 540353111-(p-Chlorophenyl)-1-cyclopropyl-2-fluoro-4-(4-fluoro-3-phenoxyphenyl)-1,3-butadiene수율 93%

시약·촉매·용매 2

HCID 2855718-Crown-6
촉매
HCID 6342Acetonitrile용매

실험 절차

A mixture of p-chloro-β-cyclopropyl-α-fluoro-cinnamaldehyde (224.6 mg, 1 mmol), (4-fluoro-3-phenoxyphenyl)methanesulfonyl fluoride (312.7 mg, 1.1 mmol), potassium carbonate (552.8 mg, 4 mmol), and 18-crown-6 (13.2 mg, 0.05 mmol) in acetonitrile is stirred at room temperature overnight, quenched with water, and extracted with ethyl acetate. The organic extract is washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to give the title product (380 mg, 94% pure by GC analysis, 93% yield) which is identified by 1H and 19F NMR spectral analyses.

후처리

  1. customquenched with water
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. washis washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2ef5e20f99904fe7b863639e5de3628e
출처 데이터셋
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06646166B1

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