1,2-Dichloroethane → 5-(2-Cyano-4-trifluoromethylphenoxy)-2-nitrobenzoic acid

HRID 894929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 894929
[C:1]([C:3]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([OH:11])=[O:10])#[N:2].ClCCCl.S(=O)(=O)(O)O.[N+:32]([O-])([O-:34])=[O:33].[K+]>O>[C:1]([C:3]1[CH:18]=[C:17]([C:19]([F:20])([F:21])[F:22])[CH:16]=[CH:15][C:4]=1[O:5][C:6]1[CH:14]=[CH:13][C:12]([N+:32]([O-:34])=[O:33])=[C:8]([CH:7]=1)[C:9]([OH:11])=[O:10])#[N:2]

Komponenten

6

Edukt 4

HCID 111,2-DichloroethaneHCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 130136843-(2-Cyano-4-trifluoromethylphenoxy)benzoic acid

Produkt 1

HCID 130136855-(2-Cyano-4-trifluoromethylphenoxy)-2-nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

The product from (a) (9.22 g) was added in portions to a mixture of 1,2-dichloroethane (25 ml) and concentrated sulphuric acid (40 ml) stirred at 0° C. Potassium nitrate (3.13 g) was then added in portions with stirring at 0° C., over a period of 15 minutes. The mixture was then stirred at 0° C. for 30 minutes, allowed to warm to room temperature, and poured into 200 ml of ice and water. The mixture was stirred until the ice had melted, and filtered with suction. The solid which separated on evaporation of the dichloroethane was washed with water and taken up in ether. The ether solution was treated with charcoal, dried and petroleum (b.p. 40°-60° C.) added. The solid which separated was identified as the required benzoic acid derivative (7.8 g) having a melting point of 190°-192° C.

Aufarbeitung

  1. stirringwith stirring at 0° C., over a period of 15 minutes
  2. stirringThe mixture was then stirred at 0° C. for 30 minutes
  3. temperatureto warm to room temperature
  4. filtrationfiltered with suction
  5. customThe solid which separated on evaporation of the dichloroethane
  6. washwas washed with water
  7. additionThe ether solution was treated with charcoal
  8. customdried
  9. additionpetroleum (b.p. 40°-60° C.) added
  10. customThe solid which separated

Quellen und Nachweise

ORD-Eintrag
ord-911f047edde345b1851bb80170794e69
Quelldatensatz
uspto-grants-1981_08
Patentnummer
US04285723

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