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N-t-butyl-3-benzoyloxy-1-pentanesulfonamide → 3-Benzoyloxy-1-pentanesulfonamide

HRID 2229458
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2229458
C([NH:5][S:6]([CH2:9][CH2:10][CH:11]([O:14][C:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:12][CH3:13])(=[O:8])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[C:15]([O:14][CH:11]([CH2:12][CH3:13])[CH2:10][CH2:9][S:6]([NH2:5])(=[O:8])=[O:7])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 18467574N-t-butyl-3-benzoyloxy-1-pentanesulfonamide

Produkt 1

HCID 184675643-Benzoyloxy-1-pentanesulfonamideAusbeute 80,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A mixture of N-t-butyl-3-benzoyloxy-1-pentanesulfonamide (90.4 g) and trifluoroacetic acid (200 ml) was stirred overnight at room temperature. Trifluoroacetic acid was removed under reduced pressure and water and chloroform were added to the residue. A saturated aqueous solution of sodium hydrogencarbonate was added thereto with vigorously stirring until the aqueous layer became neutral. After extraction with chloroform, the organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate: hexane/ethyl acetate=2/1 to 1/1) to obtain 3-benzoyloxy-1-pentanesulfonamide (60.6 g) as oil.

Aufarbeitung

  1. customTrifluoroacetic acid was removed under reduced pressure and water and chloroform
  2. additionwere added to the residue
  3. additionA saturated aqueous solution of sodium hydrogencarbonate was added
  4. stirringwith vigorously stirring until the aqueous layer
  5. extractionAfter extraction with chloroform
  6. washthe organic layer was washed with saturated brine
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (eluate: hexane/ethyl acetate=2/1 to 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-3249c274d15d48eaa429edd69d475f15
Quelldatensatz
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06420409B1

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