4-Methylmorpholine → 3-Phenyloxycarbonyloxymethyl-3-methyloxetane

HRID 1707865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1707865
[O:1]([C:8](Cl)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:11][CH2:12][C:13]1([CH3:17])[CH2:16][O:15][CH2:14]1.CN1CCOCC1>C(Cl)Cl>[C:2]1([O:1][C:8]([O:11][CH2:12][C:13]2([CH3:17])[CH2:16][O:15][CH2:14]2)=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 79724-MethylmorpholineHCID 15891Phenyl chloroformateHCID 1378373-Methyl-3-oxetanemethanol

Produkt 1

HCID 189397703-Phenyloxycarbonyloxymethyl-3-methyloxetane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A 0.552 mL (4.42 mmol) sample of phenoxycarbonylchloride in 2 mL of methylene chloride was added to a solution of 376 mg (3.68 mmol) of 3-hydroxymethyl-3-methyloxetane and 60.7 mL (5.52 mmol) of 4-methylmorpholine in 2 mL of methylene chloride cooled in an ice bath. The mixture was stirred at 0° C. for 3.5 hours. The mixture was diluted with methylene chloride, which was washed with water, dried and concentrated. The crude product was chromatographed on silica gel, eluting with 20% ethyl acetate in hexane. The solvent was removed and the product dried to afford 0.582 g of the title compound, which was taken directly to the next step.

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. washwas washed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe crude product was chromatographed on silica gel
  6. washeluting with 20% ethyl acetate in hexane
  7. customThe solvent was removed
  8. customthe product dried

Quellen und Nachweise

ORD-Eintrag
ord-2680adaba3164b05b15fcdac13ca2392
Quelldatensatz
uspto-grants-1994_10
Patentnummer
US05354866

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