Hydrochloric Acid → N-[(4-Phenylpiperidin-4-yl)methyl]methanesulfonamide Hydrochloride

HRID 1419563Notes

Reaction equation

HRID 1419563 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][C:12]([CH2:21][NH:22][S:23]([CH3:26])(=[O:25])=[O:24])([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)=O)(C)(C)C>CO>[ClH:1].[C:15]1([C:12]2([CH2:21][NH:22][S:23]([CH3:26])(=[O:25])=[O:24])[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11537936N-[(1-t-Butoxycarbonyl-4-phenylpiperidin-4-yl)methyl]methanesulfonamide

Product 1

HCID 67553612N-[(4-Phenylpiperidin-4-yl)methyl]methanesulfonamide HydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanolic hydrogen chloride (4M, 40 mL) was added to a stirred, cooled (0° C.) suspension of N-[(1-t-butoxycarbonyl-4-phenylpiperidin-4-yl)methyl]methanesulfonamide (5.65 g, 15.4 mmol) in methanol (20 mL) and the mixture was stirred at room temperature for 20 h. The solvent was evaporated under reduced pressure to give the title compound as a tan solid (4.66 g, 100%), δH (250 MHz, d6 -DMSO) 9.05 (1H, br s), 8.86 (1H, br s), 7.41-7.26 (5H, m), 6.95 (1H, t, J 6.9 Hz), 3.18 (2H, m), 3.05 (2H, d, J 6.9 Hz), 2.70 (2H, m), 2.64 (3H, s), 2.26 (2H, m), and 2.02 (2H, m).

Workup

  1. temperaturecooled
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-ab49a8fc39c347138c8c1ea1cea98a95
Source dataset
uspto-grants-1999_03
Patent number
US05885999

Reaction notes

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