Reaktion #1119121

Reaktionsgleichung

triethylamine

1,1,3-trimethylindane-4-amine

2-methyl-3furan carboxylic acid

thionyl chloride

→

white crystals

Ausbeute 65.0%

2-methyl N-(1,1,3-trimethylindan-4-yl)-3-furan carboxamide

Ausbeute 65.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 1 hour
2. 2
   workup.DISTILLATIONThe reaction solution was distilled under reduced pressure
3. 3
   Sonstigeto remove excess thionyl chloride
4. 4
   TemperaturThe obtained residue was cooled
5. 5
   WaschenThe reaction solution was sequentially washed with water and brine
6. 6
   SonstigeThe organic layer consequently separated
7. 7
   Trocknenwas dried with magnesium sulfate
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   SonstigeThe concentrated residue was purified
10. 10
    Sonstigeby being recrystallized with ethyl acetate/n-hexane

Vorschrift

A mixture of 1.5 g (11.9 mmols) of 2-methyl-3furan carboxylic acid with 3 ml of thionyl chloride was refluxed for 1 hour. The reaction solution was distilled under reduced pressure to remove excess thionyl chloride. The obtained residue was cooled and 20 ml of ethyl acetate, 2 g (19.8 mmols) of triethylamine, and 1.8 g (10.3 mmols) of 1,1,3-trimethylindane-4-amine were added thereto. The resultant mixture was stirred at room temperature for 2 hours. The reaction solution was sequentially washed with water and brine. The organic layer consequently separated was dried with magnesium sulfate and then concentrated under reduced pressure. The concentrated residue was purified by being recrystallized with ethyl acetate/n-hexane, to obtain 1.8 g of white crystals (Compound No. 17 shown in Table 6). The yield was 65%.

Quelle