Triethylamine → HCID 3828237, Verbindung

HRID 2363998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2363998
[O:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20]>C(OCC)(=O)C>[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([C:19]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:20])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 674351,4-Dioxa-8-azaspiro(4.5)decane

Produkt 1

HCID 3828237HCID 3828237, VerbindungAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirred solution of 1,4-dioxa-8-azaspiro[4.5]decane (2.00 g, 13.9 mmol) and triethylamine (2.90 mL, 20.9 mmol) in ethyl acetate (50 mL) at 0° C. was added phenyl chloroformate (2.10 mL, 13.9 mmol). The mixture was allowed to warm to room temperature overnight. Then, the mixture was filtered to remove triethylamine hydrochloride salts. The filtrate was concentrated, and the obtained residue was chromatographed (silica gel, hexanes to 50:50 hexanes/ethyl acetate) to give the title compound (3.48 g, 95%) as a white solid:

Aufarbeitung

  1. filtrationThen, the mixture was filtered
  2. customto remove triethylamine hydrochloride salts
  3. concentrationThe filtrate was concentrated
  4. customthe obtained residue was chromatographed (silica gel, hexanes to 50:50 hexanes/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-271cecbefb5a4605ab851763c0f9ba20
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691828B2

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