Hydrochloric Acid → 1-[3-(Chloromethyl)benzoyl]piperidine

HRID 1721601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1721601
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12](Cl)=[O:13].Cl>O1CCCC1>[Cl:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:13]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 27333243-(Chloromethyl)benzoyl chloride

Produkt 1

HCID 100144051-[3-(Chloromethyl)benzoyl]piperidineAusbeute 86.436,797 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To an ice-cooled solution of piperidine (67.6 g, 0.793 mole) in tetrahydrofuran (1 L) was added dropwise a solution of 3-chloromethylbenzoyl chloride (100.0 g, 0.529 mmol). When the addition was complete, the reaction mixture was allowed to warm to ambient temperature and was left to stir overnight. The reaction mixture was poured into a solution of 1N hydrochloric acid. This solution was extracted with diethyl ether. The ether extracts were combined, washed with water, dried (MgSO4), and concentrated to afford 108.7 g (86%) of N-(3-(chloromethyl)benzoyl)piperidine (10) as a pale yellow oil whose 1H NMR in CDCl3 supported the structure.

Aufarbeitung

  1. additionWhen the addition
  2. waitwas left
  3. extractionThis solution was extracted with diethyl ether
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-109c7b41765d40ada47037098d6823a0
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05512566

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