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Acetic Anhydride → N-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide

HRID 1258506
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HRID 1258506 반응식
F[C:2](F)(F)[C:3]([OH:5])=O.[NH2:8][C:9]1[CH:10]=[C:11]([C:21](=[O:23])[CH3:22])[CH:12]=[C:13]([S:15]([F:20])([F:19])([F:18])([F:17])[F:16])[CH:14]=1.C(N(CC)CC)C.C(OC(=O)C)(=O)C>C(Cl)Cl>[C:21]([C:11]1[CH:10]=[C:9]([NH:8][C:3](=[O:5])[CH3:2])[CH:14]=[C:13]([S:15]([F:16])([F:20])([F:17])([F:18])[F:19])[CH:12]=1)(=[O:23])[CH3:22]
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참가 물질

5

반응물 3

HCID 7918Acetic Anhydride2회HCID 8471TriethylamineHCID 86650835HCID 86650835, 화합물

생성물 1

HCID 58136897N-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-[3-Amino-5-(pentafluorosulfanyl)phenyl]ethanone trifluoroacetic acid salt (100 mg, example 4d) was dissolved in methylene chloride (10 ml), and triethylamine (120 μl) was added. Acetic anhydride (30 μl) was then added dropwise while stirring. After stirring for 4 h, the mixture was left to stand overnight and then further acetic anhydride (30 μl) was added. After stirring for a further 6 h, the reaction mixture was again left to stand overnight and then concentrated. The residue was taken up with ethyl acetate and water, and adjusted to pH 9 with saturated sodium hydrogencarbonate solution, and the aqueous phase was extracted twice more with ethyl acetate. The combined extracts were dried over magnesium sulfate, filtered and concentrated. 80 mg of the desired compound were obtained.

후처리

  1. stirringAfter stirring for 4 h
  2. waitthe mixture was left
  3. stirringAfter stirring for a further 6 h
  4. waitthe reaction mixture was again left
  5. waitto stand overnight
  6. concentrationconcentrated
  7. extractionthe aqueous phase was extracted twice more with ethyl acetate
  8. dry with materialThe combined extracts were dried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-84a17dc9ada34f0abb0cc44e92e3d9b7
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08466169B2

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