Ethyl chloroformate → Ethyl 4-(cyanomethyl)piperidine-1-carboxylate

HRID 327031

Reaktionsgleichung

Reaktionsgleichung von HRID 327031
C1(C[N:8]2[CH2:13][CH2:12][CH:11]([CH2:14][C:15]#[N:16])[CH2:10][CH2:9]2)C=CC=CC=1.Cl[C:18]([O:20][CH2:21][CH3:22])=[O:19]>O1CCCC1>[C:15]([CH2:14][CH:11]1[CH2:12][CH2:13][N:8]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:9][CH2:10]1)#[N:16]

Komponenten

4

Edukt 2

HCID 10928Ethyl chloroformateHCID 5624991-Benzylpiperidine-4-acetonitrile

Produkt 1

HCID 18941011Ethyl 4-(cyanomethyl)piperidine-1-carboxylateAusbeute 81,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 25 parts of 1-(phenylmethyl)-4-piperidineacetonitrile in 178 parts of tetrahydrofuran were added dropwise 37.97 parts of ethyl chloroformate at room temperature. The reaction mixture was stirred for 15 hours at room temperature and was then evaporated. The residue was taken up in 90 parts of ethyl acetate and the whole was washed successively with HCl 3N, NaHCO3 and NaCl (sat.). The solvent was evaporated and the residue was distilled (100°-110° C./6.7 Pa), yielding 18.7 parts (81.4%) of ethyl 4-(cyanomethyl)-1-piperidinecarboxylate (interm. 24).

Aufarbeitung

  1. customwas then evaporated
  2. washthe whole was washed successively with HCl 3N, NaHCO3 and NaCl (sat.)
  3. customThe solvent was evaporated
  4. distillationthe residue was distilled (100°-110° C./6.7 Pa)

Quellen und Nachweise

ORD-Eintrag
ord-6231955ae036458fa3203c65f9c0214e
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05272150

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