Hydrazine hydrate (1:1) → [2-(2-Methoxyethoxy)-ethyl]-hydrazine

To a solution of hydrazine monohydrate (44.0 mL, 1.00 mol) in ethanol (75 mL) at 0° C. in an ice-water bath was added 1-(2-bromoethoxy)-2-methoxyethane (13.6 mL, 0.100 mol) drop-wise over 20 minutes. The reaction was then allowed to warm to room temperature and stir for 5 minutes and then heated to 40° C. in a preheated oil bath for 12 hours. The reaction was then cooled to room temperature and concentrated to remove the ethanol. The remaining aqueous layer was extracted with methylene chloride (2×100 mL) and diethyl ether (2×100 mL). The organic layers were combined and dried over anhydrous Na2SO4, filtered and concentrated to provide [2-(2-methoxyethoxy)-ethyl]-hydrazine as a light yellow oil (10.29 g, 85%).

1. temperatureheated to 40° C. in a preheated oil bath for 12 hours
2. temperatureThe reaction was then cooled to room temperature
3. concentrationconcentrated
4. customto remove the ethanol
5. extractionThe remaining aqueous layer was extracted with methylene chloride (2×100 mL) and diethyl ether (2×100 mL)
6. dry with materialdried over anhydrous Na2SO4
7. filtrationfiltered
8. concentrationconcentrated

ORD record

ord-1759ce57e6de40e986407126f2e925cc

Source dataset

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07728029B2