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

HRID 62680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 62680
[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(OCCCC)=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 86712525Butyl 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)carbamateAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tort-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% yield).

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-bb68253daf194d10a61d3f371f0b759c
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447030B2

Notizen zur Reaktion

Wird geladen…