Sodium Bicarbonate → HCID 23333616, Verbindung

HRID 904182Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 904182
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1.C(=O)([O-])O.[Na+].Br[CH2:21][C:22]1[CH:32]=[CH:31][CH:30]=[CH:29][C:23]=1[C:24]([O:26][CH2:27][CH3:28])=[O:25]>O>[CH3:1][N:2]([CH2:21][C:22]1[CH:32]=[CH:31][CH:30]=[CH:29][C:23]=1[C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:7][CH:8]=1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 11032082Ethyl 2-(bromomethyl)benzoateHCID 11550151N-methyl-4-ethoxycarbonylmethylaniline

Produkt 1

HCID 23333616HCID 23333616, VerbindungAusbeute 112,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of N-methyl-4-ethoxycarbonylmethylaniline (10 g), sodium hydrogencarbonate (5 g) and water (5 ml) was heated to 90° C. on an oil bath. Ethyl 2-bromomethylbenzoate (12.2 g) was gradually added dropwise to the mixture with stirring. Then, the mixture was stirred for 2 hours at 90° C. The reaction mixture was cooled, and extracted with benzene. The extract was washed with water. The benzene layer was extracted with 2 N-HCl. The aqueous layer was neutralized with potassium carbonate while cooling the layer with ice, and extracted with benzene. The benzene layer was dried over anhydrous magnesium sulfate. When the solvent was distilled off under reduced pressure, 20 g of N-methyl-N(2-ethoxycarbonylbenzyl)-4-ethoxycarbonylmethylaniline was obtained as a light-yellow oily material.

Aufarbeitung

  1. stirringThen, the mixture was stirred for 2 hours at 90° C
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with benzene
  4. washThe extract was washed with water
  5. extractionThe benzene layer was extracted with 2 N-HCl
  6. temperaturewhile cooling the layer with ice
  7. extractionextracted with benzene
  8. dry with materialThe benzene layer was dried over anhydrous magnesium sulfate
  9. distillationWhen the solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4d00114f1fd645269cc02d5db5861252
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04230703

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