Hydrochloric Acid → 4-(4-Chloro-3-methoxyphenyl)-3,3-dimethylpiperidin-4-ol hydrochloride

HRID 1820207Notes

Reaction equation

HRID 1820207 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:23])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][C:9]2([CH3:22])[CH3:21])=[CH:4][C:3]=1[O:24][CH3:25].Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:23])[CH2:13][CH2:12][NH:11][CH2:10][C:9]2([CH3:21])[CH3:22])=[CH:4][C:3]=1[O:24][CH3:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57889543Tert-butyl 4-(4-chloro-3-methoxyphenyl)-4-hydroxy-3,3-dimethylpiperidine-1-carboxylate

Product 1

HCID 672997744-(4-Chloro-3-methoxyphenyl)-3,3-dimethylpiperidin-4-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 4-(4-chloro-3-methoxyphenyl)-4-hydroxy-3,3-dimethylpiperidine-1-carboxylate (1.36 g, 2.39 mmol) was added 4N HCl in dioxane (10 mL) and stirred for 30 min. The solvents were removed in vacuo and the resulting solids were dried azeotropically with toluene and then further dried under high vacuum to afford 4-(4-chloro-3-methoxyphenyl)-3,3-dimethylpiperidin-4-ol hydrochloride as a white solid.

Workup

  1. customThe solvents were removed in vacuo
  2. dry with materialthe resulting solids were dried azeotropically with toluene
  3. customfurther dried under high vacuum

Sources & evidence

ORD record
ord-be084c3b9fee48a3a32b10746afc8c56
Source dataset
uspto-grants-2009_10
Patent number
US07601844B2

Reaction notes

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