Water → 1-[(2-Propen-1-yloxy)carbonyl]-3-pyrazolidinecarboxylic acid

HRID 1396914Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1396914
[N:1]1([C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])[CH2:5][CH2:4][CH:3]([C:6]([O:8]C(C)(C)C)=[O:7])[N:2]1C(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O.O>ClCCl>[CH2:23]([O:22][C:20]([N:1]1[CH2:5][CH2:4][CH:3]([C:6]([OH:8])=[O:7])[NH:2]1)=[O:21])[CH:24]=[CH2:25]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 867063572,3-Bis(1,1-dimethylethyl) 1-(2-propen-1-yl) 1,2,3-pyrazolidinetricarboxylate

Produkt 1

HCID 682879411-[(2-Propen-1-yloxy)carbonyl]-3-pyrazolidinecarboxylic acidAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2,3-Bis(1,1-dimethylethyl) 1-(2-propen-1-yl) 1,2,3-pyrazolidinetricarboxylate (1.2 g, 3.37 mmol) was dissolved in dichloromethane (DCM) (6.63 ml) under N2 at ambient temperature. TFA (15.56 ml, 202 mmol) and water (1.820 ml, 101 mmol) were added in one portion. The reaction was stirred at ambient temperature for 3 days. The solvent was removed under reduced pressure to give crude 1-[(2-propen-1-yloxy)carbonyl]-3-pyrazolidinecarboxylic acid (0.674 g, 3.37 mmol, 100% crude yield). MS (ES+) m/z 201.0 (MH+).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a0f779dd189e4988b1cc95625c56a12b
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901119B2

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