Boron trifluoride etherate → Methyl 3-ethoxy-2-(ethoxyimino)-3-iminopropanoate

HRID 1247918

Reaktionsgleichung

Reaktionsgleichung von HRID 1247918
F[B-](F)(F)F.[CH2:6]([O+](CC)CC)[CH3:7].B(F)(F)F.CCOCC.[C:22]([C:25](=[N:30][O:31][CH2:32][CH3:33])[C:26]([O:28][CH3:29])=[O:27])(=[O:24])[NH2:23].C(N(CC)CC)C>C(Cl)Cl.O>[NH:23]=[C:22]([O:24][CH2:6][CH3:7])[C:25](=[N:30][O:31][CH2:32][CH3:33])[C:26]([O:28][CH3:29])=[O:27]

Komponenten

7

Edukt 4

HCID 8000Boron trifluoride etherateHCID 8471TriethylamineHCID 2723982Triethyloxonium tetrafluoroborateHCID 53690437Methyl 3-amino-2-(ethoxyimino)-3-oxopropanoate

Produkt 1

HCID 53663360Methyl 3-ethoxy-2-(ethoxyimino)-3-iminopropanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of Meerwein reagent (triethyloxonium tetrafluoroborate) {prepared from boron fluoride etherate (2.84 g) by a method of Org. Syn., 46, 113 (1966)} in methylene chloride (30 ml) was added methyl 2-carbamoyl-2-ethoxyiminoacetate (syn isomer, 2.6 g) and the mixture was stirred for 18 hours at room temperature. The reaction mixture was cooled in an ice-bath and triethylamine (3 g) was added thereto, followed by an addition of water (20 ml). The organic layer was separated out, dried over magnesium sulfate and evaporated to give crude methyl 3-imino-3-ethoxy-2-ethoxyiminopropionate (syn isomer) (5.0 g) as an oil. ##STR14##

Aufarbeitung

  1. temperatureThe reaction mixture was cooled in an ice-bath
  2. customThe organic layer was separated out
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ce94f06b2c1b4a598fdad22af5a00bbe
Quelldatensatz
uspto-grants-1985_06
Patentnummer
US04521413

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