2-[(Benzyloxy)methyl]-1-tritylaziridine → 2-[(Benzyloxy)methyl]aziridine

HRID 2109844Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2109844
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:12][N:11]1C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>[CH2:1]([O:8][CH2:9][CH:10]1[CH2:12][NH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 1

HCID 781562322-[(Benzyloxy)methyl]-1-tritylaziridine

Produkt 1

HCID 866027862-[(Benzyloxy)methyl]aziridine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittelHCID 12052TriethylsilaneLösungsmittel

Versuchsvorschrift

To a cold (0° C.) solution of 2-[(benzyloxy)methyl]-1-tritylaziridine (1.28 g, 3.16 mmol) in dichloromethane (13 mL), trifluoroacetic acid (1 mL) and triethylsilane (2.0 mL) was added and stirred at the temperature for 1 h. The resultant mixture was concentrated under vacuum, and the residue was partitioned between ether and brine. The organic extract was dried with anhydrous magnesium sulfate, filtered, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with a mixture of 50-100% THF in hexane. Collection and concentration of appropriate fractions provided 2-[(benzyloxy)methyl]aziridine.

Aufarbeitung

  1. concentrationThe resultant mixture was concentrated under vacuum
  2. customthe residue was partitioned between ether and brine
  3. extractionThe organic extract
  4. dry with materialwas dried with anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. additionThe residue was subjected to column chromatography on silica gel eluting with a mixture of 50-100% THF in hexane
  8. customCollection and concentration of appropriate fractions

Quellen und Nachweise

ORD-Eintrag
ord-22c1b535cf6d413b91a75cd5230e7cd9
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07517532B2

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