Benzyl Chloride → HCID 11220894, Verbindung

HRID 2298437Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2298437
C(=O)([O-])[O-].[Na+].[Na+].[CH2:7](Cl)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH:22]([C:27]([O:29][CH3:30])=[O:28])[C:23]([O:25][CH3:26])=[O:24])[CH2:17][CH2:16]1>C(O)(=O)C>[CH2:7]([N:15]1[CH2:16][CH2:17][CH:18]([CH2:21][CH:22]([C:27]([O:29][CH3:30])=[O:28])[C:23]([O:25][CH3:26])=[O:24])[CH2:19][CH2:20]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 7503Benzyl ChlorideHCID 10340Sodium CarbonateHCID 11287643HCID 11287643, Verbindung

Produkt 1

HCID 11220894HCID 11220894, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
62.5 °C

Versuchsvorschrift

Sodium carbonate (1,550 g) and benzyl chloride (582.3 g) were added to the solution of the acetic acid salt of dimethyl (4-piperidylmethyl)malonate [XXIXa] from the previous step. The obtained slurry was stirred for 12 hours at 60-65° C. and evaporated under reduced pressure. Water was added to the residue and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over sodium sulfate, passed through short silica gel column and evaporated under reduced pressure. The residue was washed with hexane and dried under reduced pressure to give dimethyl (N-benzyl-4-piperidylmethyl)malonate [XXIIa]. 1H NMR (CDCl3) δ1.10-1.37 (m, 3H), 1.50-1.75 (m, 2H), 1.75-2.00 (m, 4H), 2.83 (br. d, 2H, J=12 Hz), 3.44 (s, 2H), 3.70 (s, 6H), 7.26 (m, 5H).

Aufarbeitung

  1. customevaporated under reduced pressure
  2. additionWater was added to the residue
  3. extractionthe mixture was extracted with dichloromethane
  4. washThe organic layer was washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure
  7. washThe residue was washed with hexane
  8. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-22b38f63754a43a88c68701a89ad13cf
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06492522B1

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