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

HRID 1016137Notes

Reaction equation

HRID 1016137 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-cd230123e0164b599153d1dc60d9a9de
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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