Hydrochloric Acid → 4-(Methanesulfonyl)piperidine

HRID 1813991Notes

Reaction equation

HRID 1813991 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].Cl.O1CCOCC1>CCOC(C)=O>[CH3:1][S:2]([CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 22504298Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate

Product 1

HCID 222750384-(Methanesulfonyl)piperidine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

tert-Butyl 4-(methylsulfonyl)piperidine-1-carboxylate 5-4 (12.270 g, 46.59 mmol) was dissolved in 80 mL EtOAc and the solution was cooled to 0° C. 4.0M HCl in dioxane (58.240 mL, 232.95 mmol) was added and the solution was allowed to warm to room temperature. After 5 hours the reaction was concentrated in vacuo to afford 4-(methylsulfonyl)piperidine 5-5 as a white solid. HCl salt:

Workup

  1. temperatureto warm to room temperature
  2. concentrationAfter 5 hours the reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-ff7859128c1a43ec92a74ff96e0ab00c
Source dataset
uspto-grants-2005_04
Patent number
US06875767B2

Reaction notes

Loading…