Peracetic Acid → 6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide

HRID 391784

Reaktionsgleichung

Reaktionsgleichung von HRID 391784
[N:1]1[C:9]2[CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C(OO)(=[O:12])C>C(Cl)Cl>[N+:1]1([O-:12])[C:9]2[CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 6585Peracetic AcidHCID 68292Pyrindan

Produkt 1

HCID 131533156,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

N-oxide formation also was performed under the following conditions. To a 6,7-dihydro-5H-[1]pyrindine solution in DCM at 0° C. was added peracetic acid (3 mL, 32% in AcOH), and the reaction was slowly allowed to come to rt and stirred for 12 h. The reaction mixture was diluted with DCM (5 mL) and washed with water, aq NaHCO3, brine, then dried over Na2SO4, filtered and concentrated to afford desired 6,7-dihydro-5H-[1]pyrindine 1-oxide (0.6 g). LCMS (m/z): 136.

Aufarbeitung

  1. customto come to rt
  2. washwashed with water, aq NaHCO3, brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5f949f76b1e847f79d06363480c08628
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383644B2

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