1-Chloro-2,4-Dinitrobenzene → 2-(2,4-Dinitrophenoxy)ethanol

HRID 1531475

Reaktionsgleichung

Reaktionsgleichung von HRID 1531475
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[C:14]([O-])(=[O:17])[CH2:15][OH:16].C=C.[Na+].O>C(O)CO>[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[O:16][CH2:15][CH2:14][OH:17])([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 61-Chloro-2,4-DinitrobenzeneHCID 962WaterHCID 23717809Mono sodium ethylene glycolate

Produkt 1

HCID 760702-(2,4-Dinitrophenoxy)ethanolAusbeute 96,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 174Ethylene GlycolLösungsmittel2×

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

400 ml of ethylene glycol were introduced initially under nitrogen and heated to 65° C. in a 2 l reaction vessel fitted with a stirrer. 162 g of molten 2,4-dinitrochlorobenzene and 586 g of the 12.6% strength mono-sodium ethylene glycolate solution in ethylene glycol obtained in Example 1 were metered in to this mixture simultaneously over the course of 5 hours. The mixture was then stirred for 1 hour at 65° C., and then 600 ml of water was added thereto. The precipitate which formed was filtered off and washed with 1000 ml of water and dried, giving 165.3 g of 2-(2′,4′-dinitro-phenoxy)-ethanol in a purity of 99.2%. Hence, a yield of 96.6% is achieved based on 2,4-dinitrochlorobenzene.

Aufarbeitung

  1. customfitted with a stirrer
  2. customwere metered in to this mixture simultaneously over the course of 5 hours
  3. customThe precipitate which formed
  4. filtrationwas filtered off
  5. washwashed with 1000 ml of water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-98db69657273466e8e4ea775552f00ee
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06198007B1

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