ChemicalBook CAS DataBase List 1-Cyclohexylpiperazine

1-Cyclohexylpiperazine synthesis

7synthesis methods

Product Name:1-Cyclohexylpiperazine
CAS Number:17766-28-8
Molecular formula:C10H20N2
Molecular Weight:168.28

tert-butyl 4-cyclohexylpiperazine-1-carboxylate

1224935-95-8

17766-28-8

General procedure for the synthesis of 1-cyclohexylpiperazine from tert-butyl 4-cyclohexylpiperazine-1-carboxylate: tert-butyl 4-cyclohexylpiperazine-1-carboxylate (1.38 g, 5.15 mmol) was dissolved in a mixture of ethanol/hydrochloric acid (15 mL), and the reaction was stirred for 18 h at room temperature. After completion of the reaction, the solvent was removed by distillation under reduced pressure. To the residue, 5 mL of water was added and the aqueous phase was washed with ethyl acetate (5 mL × 3). Subsequently, the aqueous phase was adjusted to pH 7~8 with base and extracted with ethyl acetate (10 mL × 3). All organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give 0.78 g of 1-cyclohexylpiperazine (confirmed by LC-MS and TLC, yield: 90.1%).

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Yield:17766-28-8 90.1%

Reaction Conditions:

with hydrogenchloride in ethanol;water at 20; for 18 h;

Steps:

A solution of comp A0023-2 (1.38 g, 5.15 mmol) in ethanol/hydrochloric acid (15 mL) was stirred overnight (about 18 hours) at room temperature. Then, the solvent was removed and 5 mL of H₂O was added into the mixture. The mixture was washed with ethyl acetate (5 ml x 3) and the aqueous phase was neutralized to pH=7~8 and extracted with ethyl acetate (10 ml x 3) . The combined organic phase was dried and concentrated and to yield 0.78 g of the title product (LC-MS and TLC confirmed, yield: 90.1%) .

References:

WO2010/51374,2010,A1 Location in patent:Page/Page column 84; 85