Hydrochloric Acid → (2S,5R)-1-benzyl-2,5-dimethylpiperazine dihydrochloride

HRID 1978383Notes

Reaction equation

HRID 1978383 reaction equation
C(OC([N:8]1[CH2:13][C@@H:12]([CH3:14])[N:11]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:10][C@@H:9]1[CH3:22])=O)(C)(C)C.[ClH:23]>>[ClH:23].[ClH:23].[CH2:15]([N:11]1[CH2:10][C@@H:9]([CH3:22])[NH:8][CH2:13][C@@H:12]1[CH3:14])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 66598992(2S,5R)-4-Benzyl-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 44828683(2S,5R)-1-benzyl-2,5-dimethylpiperazine dihydrochloride

Procedure

To 9.76 g (32.06 mmol.) of trans-1-tert-butoxycarbonyl-2,5-dimethyl-4-benzyl piperazine was added, at room temperature, 10 ml (120 mmol.) of 12N hydrochloric acid. The mixture was stirred for one hour. The solvent was distilled off under reduced pressure. To the residue was added 2-propanol, which was further concentrated. To the concentrate was added diethyl ether. The resulting crystals were collected by filtration and washed with 2-propanol and diethyl ether to give the object compound as white crystals. The yield was 7.97 g (90%).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionTo the residue was added 2-propanol, which
  3. concentrationwas further concentrated
  4. additionTo the concentrate was added diethyl ether
  5. filtrationThe resulting crystals were collected by filtration
  6. washwashed with 2-propanol and diethyl ether

Sources & evidence

ORD record
ord-545d8013a24b4db088d42d84906a93cd
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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