Hydrochloride methanol → Hydrochloric Acid

HRID 419501Notes

Reaction equation

HRID 419501 reaction equation
[CH3:1][S:2]([CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)(=[O:4])=[O:3].[ClH:20].CO>CO>[ClH:20].[CH3:1][S:2]([CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)(=[O:3])=[O:4].[ClH:20]

Participants

5

Reactant 2

HCID 21893726Hydrochloride methanolHCID 66649624tert-Butyl 4-(2-(methylsulfonyl)ethyl)piperazine-1-carboxylate

Product 2

HCID 313Hydrochloric AcidYield 688%HCID 666496671-[2-(Methylsulfonyl)ethyl]piperazine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To the solution of 1,1-dimethylethyl 4-[2-(methylsulfonyl)ethyl]-1-piperazinecarboxylate (106 g, 360 mmol) in MeOH (500 mL) was added HCl/MeOH (5M, 1000 mL, 5000 mmol), and the mixture was heated at 50° C. for 1 h before evaporating most of the solvent. The residue was filtered and washed with MeOH to give the desired product as HCl salt (90.3 g, 95% yield). 1H NMR (400 MHz, D2O) δ ppm 3.30-3.72 (m, 12H), 3.09 (s, 3H).

Workup

  1. custombefore evaporating most of the solvent
  2. filtrationThe residue was filtered
  3. washwashed with MeOH

Sources & evidence

ORD record
ord-150cedc1236e4aa0b64fff3c19bc21f0
Source dataset
uspto-grants-2012_01
Patent number
US08093239B2

Reaction notes

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