Hydrochloric Acid → 4-(2-Methanesulfonylethyl)piperidine hydrochloride

HRID 419626Notes

Reaction equation

HRID 419626 reaction equation
[CH3:1][S:2]([CH2:5][CH2:6][CH: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>[ClH:20].[CH3:1][S:2]([CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59452758tert-Butyl 4-(2-(methylsulfonyl)ethyl)piperidine-1-carboxylate

Product 1

HCID 666497114-(2-Methanesulfonylethyl)piperidine hydrochlorideYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 1,1-dimethylethyl 4-[2-(methylsulfonyl)ethyl]-1-piperidinecarboxylate (240 g, 824 mmol) in MeOH at 0° C. was added saturated HCl in MeOH slowly. The suspension was stirred at rt overnight. The mixture was washed with MeOH then dried by vacuum to provide the title compound of Step E (135 g, 593 mmol, 72%). 1H NMR (400 MHz, DMSO-d6) δ 1.25-1.40 (m, 2H), 1.52-1.65 (m, 3H), 1.70-1.80 (m, 2H), 2.68-2.83 (m, 2H), 2.79 (s, 3H), 3.07-3.20 (m, 4H).

Workup

  1. washThe mixture was washed with MeOH
  2. customthen dried by vacuum

Sources & evidence

ORD record
ord-7be7e70763c9459e8c81307989d91836
Source dataset
uspto-grants-2012_01
Patent number
US08093239B2

Reaction notes

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