Pyridine → 4-Nitro-1-indanyl acetate

HRID 325774

Reaktionsgleichung

Reaktionsgleichung von HRID 325774
[C:1](Cl)(=[O:3])[CH3:2].N1C=CC=CC=1.[N+:11]([C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH2:16][CH2:17][CH:18]2[OH:23])([O-:13])=[O:12]>C1(C)C=CC=CC=1>[C:1]([O:23][CH:18]1[C:19]2[C:15](=[C:14]([N+:11]([O-:13])=[O:12])[CH:22]=[CH:21][CH:20]=2)[CH2:16][CH2:17]1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 131024564-Nitro-2,3-dihydro-1H-inden-1-OL

Produkt 1

HCID 131024574-Nitro-1-indanyl acetateAusbeute 100,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

A stirred solution of 40.0 g (0.51 mole) of acetyl chloride and 43.9 g (0.56 mole) of pyridine in 100 mL of toluene was cooled to 5° C., and a solution of 83.0 g (0.46 mole) of 4-nitro-1-indanol in 30 mL of toluene was added dropwise. Upon complete addition, the reaction mixture was stirred at 5° C. for 10 minutes, then was allowed to warm to ambient temperature and was stirred for 16 hours. The reaction mixture was filtered, and the filtrate concentrated under reduced pressure to give 102.7 g of 4-nitro-1-indanyl acetate as an oil.

Aufarbeitung

  1. additionUpon complete addition
  2. temperatureto warm to ambient temperature
  3. stirringwas stirred for 16 hours
  4. filtrationThe reaction mixture was filtered
  5. concentrationthe filtrate concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4cc013002cce473d981f6e1411362719
Quelldatensatz
uspto-grants-1984_04
Patentnummer
US04442296

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