Benzene hexane → 2-Methyl-5-nitrobenzyl acetate

HRID 1577489

Reaktionsgleichung

Reaktionsgleichung von HRID 1577489
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].[CH3:6][C:7]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:8]=1[CH2:9]Cl.CCCCCC.C1C=CC=CC=1>C(O)(=O)C>[C:1]([O:4][CH2:9][C:8]1[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:7]=1[CH3:6])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 110624Benzene hexaneHCID 1879522-(Chloromethyl)-1-methyl-4-nitrobenzeneHCID 517045Sodium Acetate

Produkt 1

HCID 129407612-Methyl-5-nitrobenzyl acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
115 °C

Versuchsvorschrift

A slurry of anhydrous sodium acetate (60.0 g; 0.73 mol) in acetic acid (400 ml) is stirred and 2-methyl-5-nitrobenzyl chloride (45.3 g; 0.24 mol) added. The resulting reaction mixture is heated to reflux and is heated overnight at 115° C., after which time tlc (silica gel; 75/25 hexane/benzene) indicates that no starting material is present. The mixture is cooled down, concentrated in vacuo, and diluted with water. The precipitated solid (48.9 g; 95.8%) is collected and dried. A sample recrystallized from hexane has a melting point of 52°-53.5° C.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. temperatureis heated
  3. temperatureto reflux
  4. temperatureThe mixture is cooled down
  5. concentrationconcentrated in vacuo
  6. additiondiluted with water
  7. customThe precipitated solid (48.9 g; 95.8%) is collected
  8. customdried
  9. customA sample recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-8cdc4ec67d3f4739917e92f61adcbace
Quelldatensatz
uspto-grants-1981_09
Patentnummer
US04288385

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