반응 #932236

반응 방정식

5-Acetamido-indanone

Dimethylammonium chloride

formalin

acetic anhydride

→

5-acetamido-2-dimethylaminomethyl-1-indanone hydrochloride

반응 조건

후처리

1. 1
   농축concentrated
2. 2
   workup.ADDITIONThe crude product was treated with acetone (100 ml) for 3 minutes
3. 3
   workup.ADDITIONWater (150 ml) was added
4. 4
   추출unreacted ketone was extracted from the mixture into dichloromethane
5. 5
   기타The aqueous layer was separated
6. 6
   workup.STIRRINGshaken with dichloromethane (100 ml)
7. 7
   기타The organic layer was removed
8. 8
   기타evaporated
9. 9
   기타the gummy residue obtained
10. 10
    기타was partitioned between dilute hydrochloric acid and dichloromethane
11. 11
    기타The aqueous layer was separated
12. 12
    농축concentrated to low volume

실험 절차

Dimethylammonium chloride (8.0 g), formalin solution (5.1 ml, 37%) and concentrated hydrochloric acid (2 drops) were stirred at room temperature for 5 minutes, then added to acetic anhydride (35 ml). After 20 minutes, vigorous boiling occurred. 5-Acetamido-indanone (11.5 g) was added and the mixture stirred at 100° C. for one hour, then concentrated. The crude product was treated with acetone (100 ml) for 3 minutes then the mixture was reconcentrated. Water (150 ml) was added and unreacted ketone was extracted from the mixture into dichloromethane. The aqueous layer was separated, basified with dimethylamine and shaken with dichloromethane (100 ml). The organic layer was removed, evaporated and the gummy residue obtained was partitioned between dilute hydrochloric acid and dichloromethane. The aqueous layer was separated and concentrated to low volume to give white feathery needles (7.6 g, m.p. 182°-183° C.) of 5-acetamido-2-dimethylaminomethyl-1-indanone hydrochloride.

출처