Hydrazine hydrate (1:1) → 3-Phenylprop-2-en-1-amine

Temperatur

70 °C

N-cinnamyl phthalimide (3 mmol) was mixed with 65% hydrazine hydrate (6 mmol, 2 equiv) and MeOH (10 ml), and the mixture was heated at 70° C. for 2 h. After the solvent was removed by a rotary evaporator, the solid residue was treated with 1N NaOH (30 ml), and the resulting mixture was extracted with EtOAc (4×50 ml) and dried. Evaporation of the solvent under reduced pressure afforded the crude product, which was purified by flash silica gel column chromatography (eluting with 5-20% MeOH in DCM) to give cinnamyl amine.

1. customAfter the solvent was removed by a rotary evaporator
2. additionthe solid residue was treated with 1N NaOH (30 ml)
3. extractionthe resulting mixture was extracted with EtOAc (4×50 ml)
4. customdried
5. customEvaporation of the solvent under reduced pressure
6. customafforded the crude product, which
7. customwas purified by flash silica gel column chromatography (eluting with 5-20% MeOH in DCM)

ORD-Eintrag

ord-ab40628c9700428f9cbe77a1ef5703df

Quelldatensatz

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09260382B2