Pyridine → ZR 2646

HRID 328152Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 328152
N1C=CC=CC=1.[C:7](Cl)(=[O:12])[C:8]([CH3:11])([CH3:10])[CH3:9].Cl.N1C=CC=CC=1.[CH2:21]([O:23][C:24]([C:26]1[CH:37]=[CH:36][C:29]([O:30][CH2:31][CH:32]([OH:35])[CH2:33][CH3:34])=[CH:28][CH:27]=1)=[O:25])[CH3:22]>>[C:7]([O:35][CH:32]([CH2:33][CH3:34])[CH2:31][O:30][C:29]1[CH:36]=[CH:37][C:26]([C:24]([O:23][CH2:21][CH3:22])=[O:25])=[CH:27][CH:28]=1)(=[O:12])[C:8]([CH3:11])([CH3:10])[CH3:9]

Komponenten

5

Edukt 4

HCID 1049PyridineHCID 62493Pivaloyl chlorideHCID 10176127Pyridinium chlorideHCID 21444117Ethyl 4-(2-hydroxybutoxy)benzoate

Produkt 1

HCID 162792ZR 2646Ausbeute 89 %

Versuchsvorschrift

In pyridine (10ml) 1.2 g (5 mmol) of 1-(p-ethoxycarbonyl-phenoxy)-butan- 2-ol was dissolved and to this solution was gradually added 0.6 g (5 mmol) of pivaloyl chloride cooling in an ice bath. The mixture was stirred at room temperature for 3 hours after the addition was completed. During the course of the reaction pyridine hydrochloride precipitated. The reaction mixture was then poured in ice water and extracted with ethyl acetate. The extract was washed with water, dried, and concentrated to afford 1.6g of 1-(p-ethoxycarbonyl-phenoxy)-butan-2-ol pivalate (compound No. 1) in a yield of 89% as a light yellow viscous oily substance.

Aufarbeitung

  1. additionafter the addition
  2. customprecipitated
  3. additionThe reaction mixture was then poured in ice water
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with water
  6. customdried
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-0f22a9d3d5004617b51f20e6cd35464c
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04016186

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