Hydrochloric Acid → HCID 60887576, compound

3′-Hydroxyacetophenone (1.0 g) and ethylenediamine (1.47 ml) were dissolved in methanol (10 ml), and the solution was stirred at room temperature for 16 hours. The reaction mixture was added with sodium borohydride (277.9 mg), the mixture was stirred at room temperature for 5 hours, and then was added with 1 N hydrochloric acid, and the solvent was evaporated. The resulting residue was added with potassium carbonate and distilled water, and thereby made alkaline, then the mixture was extracted with a 10:1 mixed solvent of chloroform and ethanol, and the organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform:methanol:28% aqueous ammonia=10:1:0.1 to 5:1:0.1) to obtain the title compound (59.1 mg).

1. stirringthe mixture was stirred at room temperature for 5 hours
2. customthe solvent was evaporated
3. additionThe resulting residue was added with potassium carbonate
4. distillationdistilled water
5. extractionthe mixture was extracted with a 10:1 mixed solvent of chloroform and ethanol
6. dry with materialthe organic layer was dried over anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationThe filtrate was concentrated under reduced pressure
9. customthe resulting residue was purified by silica gel column chromatography (chloroform:methanol:28% aqueous ammonia=10:1:0.1 to 5:1:0.1)

ORD record

ord-efabe8616fbb48e8b5d48ae4631251f6

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08293715B2