Isobutyraldehyde → HCID 54168338, Verbindung

HRID 880420Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 880420
[CH3:1][CH2:2][O:3][C:4]([CH2:6][C:7]#[N:8])=[O:5].[CH:9](=O)[CH:10]([CH3:12])[CH3:11]>C(O)(=O)C.O.N1CCCCC1>[C:7]([C:6](=[CH:9][CH:10]([CH3:12])[CH3:11])[C:4]([O:3][CH2:2][CH3:1])=[O:5])#[N:8]

Komponenten

6

Edukt 2

HCID 6561IsobutyraldehydeHCID 7764Ethyl cyanoacetate

Produkt 1

HCID 54168338HCID 54168338, VerbindungAusbeute 43,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8082PiperidineKatalysatorHCID 176Acetic AcidLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of piperidine (0.3 mL, 3.04 mmol) in acetic acid (3 mL) was added to a solution of ethyl cyano acetate (10 g, 88.50 mmol) and isobutyraldehyde (9.35 g, 0.13 mol) in acetic acid at room temperature. The reaction mixture was allowed to stand for 24 h at room temperature, then diluted with water (50 mL) and extracted with ether (3×50 mL). The combined ether layers were washed with saturated bicarbonate solution, water, and brine and the organics were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude compound. Purification by vacuum distillation (95° C. at 0.1 mm Hg) afforded ethyl 2-cyano-4-methyl-pent-2-enoate (6.5 g, 30%) as a liquid.

Aufarbeitung

  1. extractionextracted with ether (3×50 mL)
  2. washThe combined ether layers were washed with saturated bicarbonate solution, water, and brine
  3. dry with materialthe organics were dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto give the crude compound
  6. customPurification
  7. distillationby vacuum distillation (95° C. at 0.1 mm Hg)

Quellen und Nachweise

ORD-Eintrag
ord-30d04bfd35874d59bec03a29893d4528
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993574B2

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