Ethanol → Cyclohexanecarbohydrazide

First, 5.0 g of methyl cyclohexanecarboxylate and 50 mL of ethanol were put in a 100 mL three-neck flask, and stirred. Then, 5 mL of hydrazine monohydrate was added to this mixed solution, and heated and stirred at 80° C. for 9 hours to be reacted. The reaction mixture was added to 100 mL of water, and a white solid was precipitated. Ethyl acetate was added to this suspension, whereby an organic layer and an aqueous layer were separated. The resulting organic layer was washed with saturated saline, and then anhydrous magnesium sulfate was added to the organic layer for drying. The resulting mixture was subjected to gravity filtration, and the filtrate was concentrated, so that cyclohexanohydrazide was prepared (a white solid, yield: 58%). The synthetic scheme of Step 1 is shown by (a-3).

1. temperatureheated
2. stirringstirred at 80° C. for 9 hours
3. customto be reacted
4. customa white solid was precipitated
5. additionEthyl acetate was added to this suspension, whereby an organic layer
6. customan aqueous layer were separated
7. washThe resulting organic layer was washed with saturated saline
8. additionanhydrous magnesium sulfate was added to the organic layer
9. customfor drying
10. filtrationThe resulting mixture was subjected to gravity filtration
11. concentrationthe filtrate was concentrated, so that cyclohexanohydrazide
12. customwas prepared (a white solid, yield: 58%)

ORD record

ord-dcef77585f5a4cf8a4b501b8948bb3ca

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09065061B2