Methanol → Ethyl 4-[(2,6-dichlorophenyl)amino]-1-piperidinecarboxylate

HRID 26736

Reaktionsgleichung

Reaktionsgleichung von HRID 26736
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]1[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11]1.CO.[BH4-].[Na+]>CC(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][CH:10]1[CH2:11][CH2:12][N:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:14][CH2:15]1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 23339072Ethyl 4-[(2,6-dichlorophenyl)imino]-1-piperidinecarboxylate

Produkt 1

HCID 23338997Ethyl 4-[(2,6-dichlorophenyl)amino]-1-piperidinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a stirred and refluxing mixture of 250 parts of ethyl 4-[(2,6-dichlorophenyl)imino]-1-piperidinecarboxylate in 160 parts of methanol and 160 parts of 2-propanol are added portionwise 30 parts of sodium borohydride. Upon completion, stirring at reflux temperature is continued for one hour. The warm reaction mixture is poured onto water and the product is extracted with methylbenzene. The extract is dried and evaporated. The residue is crystallized from a mixture of 160 parts of 2,2'-oxybispropane and 160 parts of petroleumether, yielding 96 parts of ethyl 4-[(2,6-dichlorophenyl)amino]-1-piperidinecarboxylate; mp. 107.2°-116.6° C.

Aufarbeitung

  1. temperaturerefluxing
  2. stirringUpon completion, stirring
  3. temperatureat reflux temperature
  4. customThe warm reaction mixture
  5. additionis poured onto water
  6. extractionthe product is extracted with methylbenzene
  7. customThe extract is dried
  8. customevaporated
  9. customThe residue is crystallized from a mixture of 160 parts of 2,2'-oxybispropane and 160 parts of petroleumether

Quellen und Nachweise

ORD-Eintrag
ord-0fc4a7895f4a4ca7afdf6601906011b4
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04151286

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