Hydrochloric Acid → 4-(2-(Methylsulfonyl)phenoxy)piperidine hydrochloride

HRID 522859Notes

Reaction equation

HRID 522859 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[S:21]([CH3:24])(=[O:23])=[O:22])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:25]>O1CCOCC1>[ClH:25].[CH3:24][S:21]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[O:14][CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)(=[O:23])=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67355788Tert-butyl 4-(2-(methylsulfonyl)phenoxy)piperidine-1-carboxylate

Product 1

HCID 665924674-(2-(Methylsulfonyl)phenoxy)piperidine hydrochlorideYield 80.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 4-(2-methanesulfonyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester (2.6 g, 7.3 mmol) was added HCl in dioxane solution (4M) (15 mL). The reaction mixture was stirred at RT for 5 h. After completion of the reaction (monitored by TLC), the excess dioxane was removed in vacuo affording an off white solid. The crude material was washed with diethyl ether (3×20 mL) to afford 4-(2-(methylsulfonyl)phenoxy)piperidine hydrochloride (1.3 g, 80.7%).

Workup

  1. customAfter completion of the reaction (monitored by TLC)
  2. customthe excess dioxane was removed in vacuo
  3. customaffording an off white solid
  4. washThe crude material was washed with diethyl ether (3×20 mL)

Sources & evidence

ORD record
ord-ae5dad731a6b4f99be29dcc4946abd12
Source dataset
uspto-grants-2016_05
Patent number
US09334269B2

Reaction notes

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