2,4,5-Trichlorophenol → Ethyl 5(2,4,5-trichlorophenoxy)-2-nitrobenzoate

HRID 649101

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[OH:10].[H-].[Na+].[CH2:13]([O:15][C:16](=[O:27])[C:17]1[CH:22]=[C:21](Cl)[CH:20]=[CH:19][C:18]=1[N+:24]([O-:26])=[O:25])[CH3:14]>CC(N(C)C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[O:10][C:21]1[CH:20]=[CH:19][C:18]([N+:24]([O-:26])=[O:25])=[C:17]([CH:22]=1)[C:16]([O:15][CH2:13][CH3:14])=[O:27]

Komponenten

Reaktionsbedingungen

Temperatur: 120 °C

Versuchsvorschrift

2,4,5-Trichlorophenol (20 g) in dry dimethylacetamide (40 ml) was treated with sodium hydride (5.28 g of 50% dispersion in oil) in portions and the resulting mixture heated to 120° C. Ethyl-5-chloro-2-nitrobenzoate (16.5 g) was added in solution in dry dimethylacetamide (60 ml) and the mixture heated at 160° C. for ten hours. The solvent was removed and the residue washed with water and extracted with ether. The ether solution was extracted with ether. The ether solution was evaporated. The remaining oil solidified and was recrystallised from ethanol to give ethyl 5(2,4,5-trichlorophenoxy)-2-nitrobenzoate (10.9 g) with a melting point of 99°-102° C.

Aufarbeitung

temperaturethe mixture heated at 160° C. for ten hours
customThe solvent was removed
washthe residue washed with water
extractionextracted with ether
extractionThe ether solution was extracted with ether
customThe ether solution was evaporated
customThe remaining oil solidified and was recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag: ord-0163eb75d2e140ad9b70145fd06dc0e6
Quelldatensatz: uspto-grants-1988_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04738711

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