Hydrochloric Acid → 4-Methanesulfonylpiperidine hydrochloride

HRID 350718Notes

Reaction equation

HRID 350718 reaction equation
[CH3:1][S:2]([CH:5]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)(=[O:4])=[O:3].[ClH:18]>C(OCC)(=O)C>[ClH:18].[CH3:1][S:2]([CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22504298Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate

Product 1

HCID 230616984-Methanesulfonylpiperidine hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a mixture of tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate (1.5 g) and ethyl acetate (10 mL) was added dropwise a 4N hydrochloric acid.ethyl acetate solution (2.5 mL) with stirring under ice-cooling. After stirring overnight at room temperature, the precipitated crystals were collected by filtration and washed with ethyl acetate to give 4-(methylsulfonyl)piperidine hydrochloride as crystals (1.08 g, yield 95%). Recrystallization from ethanol gave colorless prism crystals. melting point: 271–272° C.

Workup

  1. temperaturecooling
  2. filtrationthe precipitated crystals were collected by filtration
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-da2b46c124524ea484adb3ecb210ae10
Source dataset
uspto-grants-2007_02
Patent number
US07183276B2

Reaction notes

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