o-Phenetidine → N-(2-Ethoxyphenyl)-2-methylbenzamide
Reaktionsgleichung
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Br)=[O:5].[CH2:11]([O:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH2:16])[CH3:12].C(=O)(O)[O-].[Na+]>CC(C)=O>[CH2:11]([O:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH:16][C:4](=[O:5])[C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[CH3:1])[CH3:12]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 40 °C
Versuchsvorschrift
A 19.9 g (0.1 mol) portion of o-methylbenzoyl bromide was added dropwise with cooling to a mixture of 13.7 g (0.1 mol) of o-ethoxyaniline and 8.4 g (0.1 mol) of sodium bicarbonate in 200 ml of acetone with stirring. After addition of the o-methylbenzoyl bromide, the reaction mixture was warmed to 40° C and the mixture was refluxed and stirred for another 40 hours. After filtering, the ether was distilled from the reaction mixture and the residual material was re-dissolved in ether and washed with water. The ether layer was dried over anhydrous sodium sulfate, the ether was removed and the product was distilled to obtain 24.1 g (94.5%) of a clear pink liquid having a boiling point of 148° C/0.04 mm Hg and nD20 of 1.5929.
Aufarbeitung
- temperaturethe mixture was refluxed
- stirringstirred for another 40 hours
- filtrationAfter filtering
- distillationthe ether was distilled from the reaction mixture
- dissolutionthe residual material was re-dissolved in ether
- washwashed with water
- dry with materialThe ether layer was dried over anhydrous sodium sulfate
- customthe ether was removed
- distillationthe product was distilled
Quellen und Nachweise
- ORD-Eintrag
- ord-f753bb8743d34f2faa04ac641cf2bb14
- Quelldatensatz
- uspto-grants-1976_10
- Patentnummer
- US03985804
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