Hydrazine hydrate (1:1) → 4-Methoxybenzylhydrazine hydrochloride

Temperature

90 °C

A 250 mL round bottom flask was charged with hydrazine hydrate (4 g, 80 mmol) and EtOH (30 mL). To the above solution was added dropwise a solution of 4-methoxybenzylchloride (1.25 g, 8 mmol) in EtOH (3 mL) at room temperature. The resulting mixture was stirred at 90° C. for 2 h. Then the reaction mixture was concentrated in vacuo then re-dissolved in EtOH (15 mL). The solution was acidified with 5 M HCl (12 mL) at 0° C. The resulting precipitate was collected by filtration and dried to afford the title compound as a white solid. LRMS m/z (M+H) 153.1 found, 153.1 required.

1. concentrationThen the reaction mixture was concentrated in vacuo
2. dissolutionthen re-dissolved in EtOH (15 mL)
3. customwas acidified with 5 M HCl (12 mL) at 0° C
4. filtrationThe resulting precipitate was collected by filtration
5. customdried

ORD record

ord-5b2677db342b4b4fbbceb0cd76237a17

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09353104B2