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Hydrochloric Acid → N-(3-Acetyl-5-pentafluorosulfanylphenyl)-N-ethyl-2,2,2-trifluoroacetamide

HRID 1258505
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HRID 1258505 반응식
[C:1]([C:4]1[CH:5]=[C:6]([NH:16][C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[CH:7]=[C:8]([S:10]([F:15])([F:14])([F:13])([F:12])[F:11])[CH:9]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].I[CH2:30][CH3:31].IC.Cl>C(COC)OC.C(OCC)(=O)C.O>[C:1]([C:4]1[CH:5]=[C:6]([N:16]([CH2:30][CH3:31])[C:17](=[O:22])[C:18]([F:21])([F:19])[F:20])[CH:7]=[C:8]([S:10]([F:14])([F:15])([F:13])([F:12])[F:11])[CH:9]=1)(=[O:3])[CH3:2]
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참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 58085708HCID 58085708, 화합물

생성물 1

HCID 58137469N-(3-Acetyl-5-pentafluorosulfanylphenyl)-N-ethyl-2,2,2-trifluoroacetamide

시약·촉매·용매 3

HCID 962
Water
용매
HCID 80711,2-Dimethoxyethane용매
HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

N-(3-Acetyl-5-pentafluorosulfanylphenyl)-2,2,2-trifluoroacetamide (100 mg, example 4d) was dissolved in absolute dimethoxyethane (5 ml) in a microwave insert and admixed with powdered potassium carbonate (40 mg). After adding iodoethane (60 μl), the mixture was heated to 100° C. in the microwave for 30 min. Subsequently, further iodomethane (60 μl) was added and the mixture was heated again to 100° C. for 30 min. This operation was repeated once more. Then the mixture was worked up by adding it to a mixture of water, ethyl acetate and 1 N HCl. Removal of the organic phase was followed by extraction three times more with ethyl acetate. The combined extracts were dried over magnesium sulfate, filtered and concentrated. The residue was purified by means of preparative HPLC. The product-containing fractions were combined, freed of the acetonitrile and extracted three times with ethyl acetate. The combined extracts were dried over magnesium sulfate, filtered and concentrated. 50 mg of the desired compound were obtained.

후처리

  1. temperaturethe mixture was heated again to 100° C. for 30 min
  2. additionby adding it
  3. customRemoval of the organic phase
  4. extractionwas followed by extraction three times more with ethyl acetate
  5. dry with materialThe combined extracts were dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was purified by means of preparative HPLC
  9. extractionextracted three times with ethyl acetate
  10. dry with materialThe combined extracts were dried over magnesium sulfate
  11. filtrationfiltered
  12. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7bec71f5bf274a7081dbb73ce36c7ede
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08466169B2

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