1-Methylpiperazine → Cyclohexanecarboxylic acid

HRID 1374601Notes

Reaction equation

HRID 1374601 reaction equation
CN1CCNCC1.[C@@H:8]12C(=O)[O:16][C:14](=[O:15])[C@H:9]1[CH2:10][CH2:11][CH2:12][CH2:13]2>O1CCOCC1>[CH:9]1([C:14]([OH:16])=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:8]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 12261141(-)-trans-1,2-Cyclohexanedicarboxylic Anhydride

Product 1

HCID 7413Cyclohexanecarboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.37 cm3 of N-methylpiperazine in solution in 5 cm3 of dioxane is added, under an argon atmosphere, to 0.50 g of (−)-trans-1,2-cyclohexanedicarboxylic anhydride in solution at −15° C. in 20 cm3 of dioxane. After 1.25 hours at 20° C., the reaction mixture is filtered, the solid is washed with 20 cm3 of diethyl ether, drained, and then dried under reduced pressure (2,7 kPa) at 20° C., to give 0.65 g of (1R,2R)-2-(4-methylpiperazin-1-yl)carbonyl]-1-cyclohexanecarboxylic acid in the form of a white solid.

Workup

  1. filtrationthe reaction mixture is filtered
  2. washthe solid is washed with 20 cm3 of diethyl ether
  3. customdried under reduced pressure (2,7 kPa) at 20° C.

Sources & evidence

ORD record
ord-5074a2d56d3647d9ae62befe38ce5166
Source dataset
uspto-grants-2007_01
Patent number
US07166594B2

Reaction notes

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