Trifluoroacetic acid → Azetidin-3-ylmethyl (2-nitro-5-(thiophen-2-yl)phenyl)carbamate

HRID 2201687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2201687
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]=1[NH:15][C:16]([O:18][CH2:19][CH:20]1[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21]1)=[O:17])([O-:3])=[O:2].C(O)(C(F)(F)F)=O>ClCCl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]=1[NH:15][C:16](=[O:17])[O:18][CH2:19][CH:20]1[CH2:21][NH:22][CH2:23]1)([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 70981903Tert-butyl 3-((((2-nitro-5-(thiophen-2-yl)phenyl)carbamoyl)oxy)methyl)azetidine-1-carboxylate

Produkt 1

HCID 71007325Azetidin-3-ylmethyl (2-nitro-5-(thiophen-2-yl)phenyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 3-((((2-nitro-5-(thiophen-2-yl)phenyl)carbamoyl)oxy)methyl)azetidine-1-carboxylate (0.50 g, 1.15 mmol, 1 eq.) in dichloromethane (10 mL) was added TFA (3 mL) at 0° C. The reaction was stirred at room temperature for 2 h. The reaction was concentrated under reduced pressure. A saturated solution of sodium bicarbonate was added. The obtained solid was filtered and dried under reduced pressure to afford azetidin-3-ylmethyl (2-nitro-5-(thiophen-2-yl)phenyl)carbamate (0.35 g, 91%

Aufarbeitung

  1. concentrationThe reaction was concentrated under reduced pressure
  2. additionA saturated solution of sodium bicarbonate was added
  3. filtrationThe obtained solid was filtered
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d3733dd65a1843448221c25a92cf9295
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09365498B2

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