Ammonia → 2-Amino-2-methyl-indan-1-one

Temperatur

80 °C

According to the procedure of Farnum et. al (Synthesis 1972, 191-192.), water (1.35 L) is stirred at 80° C. and de-gassed by periodic evacuating and flushing with nitrogen (3×). K3FeCN6 (202 g, 615 mmol) and 2-methyl-indan-1-one (20 g, 137 mmol) are added. The mixture is stirred rapidly under nitrogen at 80° C. while aqueous concentrated ammonia solution (105 mL) is added over 30 minutes. Stirring is continued at 80° C. for 20 hours. When cool, the solution is made alkaline by addition of sodium hydroxide (2 g) and extracted with ethyl acetate (2×200 mL). The organic extract is concentrated to a volume of 200 ml and the product is extracted into aqueous HCl (200 mL, 1M). The acidic aqueous phase is separated, basified with sodium hydroxide, and extracted with ethyl acetate (2×100 mL). The organic layer is separated, dried (Na2SO4) and the solvent removed to give an orange oil.

1. customde-gassed
2. customby periodic evacuating
3. customflushing with nitrogen (3×)
4. additionis added over 30 minutes
5. stirringStirring
6. temperatureWhen cool
7. extractionextracted with ethyl acetate (2×200 mL)
8. extractionThe organic extract
9. concentrationis concentrated to a volume of 200 ml
10. extractionthe product is extracted into aqueous HCl (200 mL, 1M)
11. customThe acidic aqueous phase is separated
12. extractionextracted with ethyl acetate (2×100 mL)
13. customThe organic layer is separated
14. dry with materialdried (Na2SO4)
15. customthe solvent removed
16. customto give an orange oil

ORD-Eintrag

ord-63f350d37d6440c8823a7d1fe8a93a26

Quelldatensatz

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08658673B2