Methanol → 2-Methoxypyrrolidine-1-carbaldehyde

HRID 26344

Reaktionsgleichung

Reaktionsgleichung von HRID 26344
[CH:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH2:4]1)=[O:2].[CH3:8][OH:9]>F[B-](F)(F)F.C[N+](C)(C)C>[CH:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[O:9][CH3:8])=[O:2]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 773721-Pyrrolidinecarboxaldehyde2×

Produkt 1

HCID 124781712-Methoxypyrrolidine-1-carbaldehydeAusbeute 86,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 12621Tetramethylammonium tetrafluoroborateKatalysator

Versuchsvorschrift

In the same manner as indicated in Example 5 there are electrolyzed 17.7 g of N-formylpyrrolidine and 57.2 g of methanol in the presence of 0.29 g of tetramethylammonium tetrafluoroborate as conducting salt. In this case, however, the current is switched off after the throughput of already 2.0 Faraday per mol of N-formylpyrrolidine. The calculated mean cell voltage is 28.8 volts. Work-up of the electrolysis solution gives 20.0 g of 1-formyl-2-methoxypyrrolidine (boiling point 39°-40° C./0.1 mbar; nD25 =1.4700), which corresponds to a product yield of 86.6% and a current efficiency of 86.6%.

Quellen und Nachweise

ORD-Eintrag
ord-22e5d01d694a4a47b6ade35b2b0b7bd8
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04149941

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