Hydrochloric Acid → (Decan-4-yl)hydrazine

39.41 g (145.7 mmol) of tert-butyl N′-(1-propyl-heptylidene)-hydrazinecarboxylate are dissolved in a mixture of 100 ml of THF and 150 ml of methanol and, after 10.65 g (169 mmol) of sodium cyanoborohydride have been added, the mixture is stirred for 1 hour at room temperature. 100 ml of 6N HCl are added dropwise in the course of 30 minutes and, after the addition has ended, the mixture is refluxed for 1 hour. The mixture is neutralized with 6N NaOH solution, then, after the non-aqueous solvents have been removed, extracted three times with dichloromethane, and, after the mixture has been dried over sodium sulphate, the solvent is removed in vacuo. This gives 23.90 g (95%) of a yellow oil.

1. additionafter the addition
2. temperaturethe mixture is refluxed for 1 hour
3. customafter the non-aqueous solvents have been removed
4. extractionextracted three times with dichloromethane
5. dry with materialafter the mixture has been dried over sodium sulphate
6. customthe solvent is removed in vacuo

ORD record

ord-3a87f0a3baa74b9aab68e93d12729bcb

Source dataset

uspto-grants-2001_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06174884B1