1-Chloroethyl chloroformate → 6-Chlorospiro[chroman-2,4'-piperidine] hydrochloride

HRID 270047Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 270047
C([N:8]1[CH2:13][CH2:12][C:11]2([CH2:22][CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([Cl:23])[CH:19]=3)[O:14]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.ClC(OC(Cl)C)=O>C1(C)C=CC=CC=1>[ClH:23].[Cl:23][C:18]1[CH:19]=[C:20]2[C:15](=[CH:16][CH:17]=1)[O:14][C:11]1([CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH2:22][CH2:21]2

Komponenten

4

Edukt 2

HCID 5213051-Chloroethyl chloroformateHCID 598336421'-Benzyl-6-chloro-3,4-dihydrospiro[chromene-2,4'-piperidine]

Produkt 1

HCID 689620726-Chlorospiro[chroman-2,4'-piperidine] hydrochlorideAusbeute 84,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 1′-benzyl-6-chloro-3,4-dihydrospiro[chromene-2,4′-piperidine] (1.63 g, 5.0 mmol) and 1-chloroethyl chloroformate (1.07 g, 7.5 mmol) in toluene (5 ml) was heated with reflux overnight. The solvent was removed i. vacuo, the oily residue dissolved in methanol (10 ml) and heated with reflux overnight. The solvent was removed in vacuo, and the residue treated with diethyl ether (50 ml). The white precipitate was collected by filtration, washed with diethyl ether and dried to afford the subtitle compound as white powder (0.58 g, 49%).

Aufarbeitung

  1. temperaturewith reflux overnight
  2. customThe solvent was removed i
  3. dissolutionvacuo, the oily residue dissolved in methanol (10 ml)
  4. temperatureheated
  5. temperaturewith reflux overnight
  6. customThe solvent was removed in vacuo
  7. additionthe residue treated with diethyl ether (50 ml)
  8. filtrationThe white precipitate was collected by filtration
  9. washwashed with diethyl ether
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-880336a7f2bd41f285555f722e87b84a
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449475B2

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