Hydrochloric Acid → 4-(Methylsulfanyl)piperidine hydrochloride

HRID 473804Notes

Reaction equation

HRID 473804 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)=O.[ClH:18]>CO.O1CCOCC1>[ClH:18].[CH3:1][S:2][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1

Participants

5

Reactant 2

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

Product 1

HCID 509989504-(Methylsulfanyl)piperidine hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate (100 mg, 0.38 mmol) in methanol (1 mL) and 4 N hydrogen chloride in dioxane (4 mL) was refluxed for 2 min and then concentrated to provide 4-(methylthio)piperidine hydrochloride salt as a colorless solid. MS (EI) for C6H13NO2S: 163 (M+).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-f488d8e3b0834d8f99ca1a88f8ead206
Source dataset
uspto-grants-2014_01
Patent number
US08637499B2

Reaction notes

Loading…