Hydrochloric Acid → HCID 18623808, compound

HRID 1860449Notes

Reaction equation

HRID 1860449 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][CH:9]1[CH2:21][NH:22][C:23]([C:25]([CH3:28])([CH3:27])[CH3:26])=[O:24])C1C=CC=CC=1.[ClH:29]>C(O)C.[Pd]>[ClH:29].[C:25]([C:23]([NH:22][CH2:21][CH:9]1[CH2:10][NH:11][CH2:12][CH2:13][NH:8]1)=[O:24])([CH3:28])([CH3:26])[CH3:27]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10738521HCID 10738521, compound

Product 1

HCID 18623808HCID 18623808, compoundYield 68.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

2.44 g (6.43 mmol) of 1,4-dibenzyl-2-tert-butylcarbonylaminomethylpiperazine are dissolved in 50 ml of ethanol and 1 ml of 12N HCl in a 100-ml ground-necked round-bottomed flask. About 100 mg of palladium (10%) on charcoal are added thereto. The mixture is then placed under a hydrogen atmosphere, stirred vigorously and heated gently (40° C.) for 3 hours. The suspension is filtered on paper and the catalyst is rinsed several times with ethanol and water. The solvents are evaporated off to give 1.2 g of 2-tert-butylcarbonylaminomethylpiperazine hydrochloride. Yield: 68.6%. Melting point: 278.6° C. Rf=0.13 (80/20/[lacuna] v/v/v CHCl3/MeOH/NH4)OH).

Workup

  1. filtrationThe suspension is filtered on paper
  2. washthe catalyst is rinsed several times with ethanol and water
  3. customThe solvents are evaporated off

Sources & evidence

ORD record
ord-79afc747af7d4b6dbc11758fa7a824af
Source dataset
uspto-grants-2003_03
Patent number
US06531476B1

Reaction notes

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