Hydrochloric Acid → HCID 21469144, compound

HRID 1938161Notes

Reaction equation

HRID 1938161 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH2:11][CH2:10]1.[Li]CCCC.[CH:29]1(Br)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1.Cl>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH:17]([CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH2:11][CH2:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7960Cyclohexyl bromideHCID 67651251HCID 67651251, compoundHCID 178418339Butyllithium

Product 1

HCID 21469144HCID 21469144, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a dry toluene (14 ml) solution of 1-(2-methoxyphenyl)-4-(3-pyridinylpropyl)piperazine (1.5 g, 4.82 mmol) under argon at 0° C. was added nBuLi (7.4 ml, 1.3M). After anion formation the solution was treated with cyclohexylbromide (1.18 ml, 9.64 mmol) in toluene (2.8 ml). The reaction mixture was allowed to attain room temperature and stirred overnight. The reaction mixture was treated with HCl (1N) and the organic layer discarded. The acid layer was washed with ether, taken to pH 13 with solid NaOH (cool) and extracted with chloroform.

Workup

  1. customto attain room temperature
  2. washThe acid layer was washed with ether
  3. extractionextracted with chloroform

Sources & evidence

ORD record
ord-44c21e53ecf7458cae9a5a362db10606
Source dataset
uspto-grants-1997_12
Patent number
US05693642

Reaction notes

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