Hydrochloric Acid → 1-(4-Iodobenzoyl)piperidine

HRID 1721910

Reaktionsgleichung

Reaktionsgleichung von HRID 1721910
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.Cl>C(N(CC)CC)C>[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:7])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 743734-Iodobenzoyl chloride

Produkt 1

HCID 51492041-(4-Iodobenzoyl)piperidineAusbeute 78,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

4-Iodobenzoyl chloride (10.0 g) was added portionwise to piperidine (3.53 g) in triethylamine (40 ml) at 0° and the suspension was stirred at room temperature under nitrogen for 1 h. The reaciton mixture was poured into 2N aqueous hydrochloric acid (200 ml) and extracted with EA (3×100 ml). The combined extracts were washed with water (100 ml), 8% aqueous sodium bicarbonate (100 ml) and water (10 ml), dried and concentrated. The resultant solid (10.25 g) was purified by FCC eluting with ER-H (1:2→1:1) to give the title compound as a white solid (9.33 g) m.p. 126°-127°.

Aufarbeitung

  1. extractionextracted with EA (3×100 ml)
  2. washThe combined extracts were washed with water (100 ml), 8% aqueous sodium bicarbonate (100 ml) and water (10 ml)
  3. customdried
  4. concentrationconcentrated
  5. customThe resultant solid (10.25 g) was purified by FCC
  6. washeluting with ER-H (1:2→1:1)

Quellen und Nachweise

ORD-Eintrag
ord-ebbf374d26354ff48a15e37a0b87b192
Quelldatensatz
uspto-grants-1989_08
Patentnummer
US04853382

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