Trifluoroacetic acid → 3-((tert-Butyldimethylsilanyl)oxy)azetidine

HRID 500915Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 500915
[Si:1]([O:8][CH:9]1[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Si:1]([O:8][CH:9]1[CH2:12][NH:11][CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 59424599HCID 59424599, Verbindung

Produkt 1

HCID 574386563-((tert-Butyldimethylsilanyl)oxy)azetidineAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 295 (200 mg, 0.696 mol), DCM (1 mL) and TFA (1 mL) was stirred for 1 h at room temperature, concentrated under reduced pressure; NaOH (1 M, 15 mL) was added to the residue and the suspension was extracted with DCM, the extract was dried (anhydrous Na2SO4) and concentrated, to afford title compound 296 (90.4 mg, 69% yield) as a syrup. MS (m/z): 188.1 (M+1).

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. additionNaOH (1 M, 15 mL) was added to the residue
  3. extractionthe suspension was extracted with DCM
  4. dry with materialthe extract was dried (anhydrous Na2SO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ef299e39d1db439685d7798d197766c8
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772247B2

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