Tetrahydrofuran → Methyl 2-allyloctanoate

HRID 1180696Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1180696
COC(N([C@@H](C1C=CC=CC=1)C)C(=O)[CH:7]([CH2:14][CH:15]=[CH2:16])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=O.[CH3:26][O-:27].[Na+].C1C[O:32][CH2:31]C1>>[CH2:11]([CH:10]([CH2:9][CH2:8][CH2:7][CH2:14][CH2:15][CH3:16])[C:26]([O:32][CH3:31])=[O:27])[CH:12]=[CH2:13]

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 10942334Sodium MethoxideHCID 69502051N-methyloxycarbonyl-N-(2-allyloctanoyl)-1-(R)-phenylethylamine

Produkt 1

HCID 23117480Methyl 2-allyloctanoateAusbeute 55 %

Versuchsvorschrift

A solution of 0.345 g (1.0 mmol) of N-methyloxycarbonyl-N-(2-allyloctanoyl)-1-(R)-phenylethylamine in 5 ml of THF was cooled to 0° C., 0.386 g (2.0 mmol) of NaOMe (28% solution in methanol) was added, and the mixture was stirred for 22 hours. The reaction was terminated by addition of 2 ml of 1 N hydrochloric acid, and the product was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was quantitated by GC. Thus was obtained 0.109 g (55%) of the title compound.

Aufarbeitung

  1. customThe reaction was terminated by addition of 2 ml of 1 N hydrochloric acid
  2. extractionthe product was extracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-33279d8c9f2c4023a10c45151be4af4a
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07282605B2

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