Hydrochloric Acid → (3-Methoxypropyl)hydrazine dihydrochloride

Temperature

80 °C

To a solution of N′-isopropylidene-N-(3-methoxypropyl)-hydrazinecarboxylic acid tert-butyl ester (6.49 g, 26.6 mmol) in tetrahydroufuran (50 mL) was added 2.0N hydrochloric acid (27 mL). The solution was heated to reflux (˜80° C.) in a preheated oil bath for 3 h. The solution was cooled to room temperature and concentrated in vacuo to remove the tetrahydrofuran. To the aqueous layer was added toluene (200 mL) and the water was removed via concentrating in vacuo (this was repeated 2 additional times) providing (3-methoxypropyl)-hydrazine dihydrochloric acid (4.65 g, 96%) as a light yellow sticky solid, which was used without further purification.

1. temperatureThe solution was heated
2. temperatureThe solution was cooled to room temperature
3. concentrationconcentrated in vacuo
4. customto remove the tetrahydrofuran
5. additionTo the aqueous layer was added toluene (200 mL)
6. customthe water was removed
7. concentrationvia concentrating in vacuo (

ORD record

ord-2914ebb169024fb381d6023f8699d72e

Source dataset

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07728029B2