Hydrochloric Acid → Toluene-4-sulfonic acid piperidin-3-ylmethyl ester, hydrochloride

HRID 2113466Notes

Reaction equation

HRID 2113466 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][O:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:9]1)=O)(C)(C)C.[ClH:26]>O1CCOCC1>[ClH:26].[NH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][O:15][S:16]([C:19]2[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=2)(=[O:18])=[O:17])[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18369320Tert-butyl 3-((P-tolylsulfonyloxy)methyl)piperidine-1-carboxylate

Product 1

HCID 131727084Toluene-4-sulfonic acid piperidin-3-ylmethyl ester, hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A mixture of 8.5 g (23 mmol) 3-(toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester and 28.7 mL (115 mmol) 4N HCl in dioxane in 30 mL dioxane was evaporated to dryness. This yielded 7.57 g (97%) of the title compound as viscous yellow oil which was used without further purification. MS(m/e): 270 (MH+).

Workup

  1. customwas evaporated to dryness
  2. customThis yielded 7.57 g (97%) of the title compound as viscous yellow oil which was used without further purification

Sources & evidence

ORD record
ord-61d7ee3be3b744eca50cc8cfa7ac8a41
Source dataset
uspto-grants-2008_10
Patent number
US07432255B2

Reaction notes

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