2-Chloroethyl chloroformate → 5-Methyl-1,4-oxazepane hydrochloride

HRID 515445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 515445
C([N:8]1[CH:14]([CH3:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)C1C=CC=CC=1.[Cl:16]C(OCCCl)=O>ClCCCl>[ClH:16].[CH3:15][CH:14]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9][NH:8]1

Komponenten

4

Edukt 2

HCID 123052-Chloroethyl chloroformateHCID 667187904-Benzyl-5-methyl-[1,4]oxazepane

Produkt 1

HCID 667186395-Methyl-1,4-oxazepane hydrochlorideAusbeute 78,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-benzyl-5-methyl-[1,4]oxazepane (0.30 g, 1.4 mmol) in 1,2-dichloroethane (3 mL) was added chloroethyl chloroformate (0.56 mL, 7 mmol) at room temperature. The mixture was refluxed for 10 hours and concentrated. The resulting residue was dissolved in methanol (5 mL) and the solution was refluxed for one hour. After concentration, the residual material was triturated, washed with ethyl acetate and collected by filtration to afford 5-methyl-[1,4]oxazepane hydrochloride (0.16 g, 1.1 mmol, 76%) as a white solid.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 10 hours
  2. concentrationconcentrated
  3. dissolutionThe resulting residue was dissolved in methanol (5 mL)
  4. temperaturethe solution was refluxed for one hour
  5. concentrationAfter concentration
  6. customthe residual material was triturated
  7. washwashed with ethyl acetate
  8. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-337a7b879283470cba51f99f8306b20f
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09108957B2

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