Piperazine → (3-Oxo-6-cyclohexyl-1-cyclohexen-1-yl)-piperazine

HRID 980825Notes

Reaction equation

HRID 980825 reaction equation
O=[C:2]1[CH:7]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][C:4](=[O:14])[CH2:3]1.[NH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>C1(C)C=CC=CC=1>[O:14]=[C:4]1[CH2:5][CH2:6][CH:7]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[C:2]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:3]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 202209951,3-Dioxo-6-cyclohexyl-cyclohexane

Product 1

HCID 13520892(3-Oxo-6-cyclohexyl-1-cyclohexen-1-yl)-piperazineYield 76%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 9.8 g (0.05 mol) of 1,3-dioxo-6-cyclohexyl-cyclohexane, 12.9 g (0.15 mol) of anhydrous piperazine and 150 ml of toluene is reacted and worked up as described in Example 1. For purification, column chromatography is included (corresponding to Example 2). (3-Oxo-6-cyclohexyl-1-cyclohexen-1-yl)-piperazine is obtained as an oil in an amount of 9.9 g (=76% yield) with an RF value of 0.36 (conditions corresponding to Example 1). The dihydrochloride has a melting point of 258°-261° C. (decomposition).

Workup

  1. customis reacted
  2. customFor purification, column chromatography

Sources & evidence

ORD record
ord-e0ab47994d4d4983a859060b065cf16e
Source dataset
uspto-grants-1987_01
Patent number
US04639453

Reaction notes

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