Hydrochloric Acid → 4-(4-Methoxyphenyl)-1,2,3,6-tetrahydropyridine hydrochloride

Reaction equation

O[C:2]1([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.[ClH:23].O1CCOCC1>>[ClH:23].[CH3:22][O:21][C:18]1[CH:17]=[CH:16][C:15]([C:2]2[CH2:7][CH2:6][NH:5][CH2:4][CH:3]=2)=[CH:20][CH:19]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 49760247Tert-butyl 4-hydroxy-4-(4-methoxyphenyl)piperidine-1-carboxylate

Product 1

HCID 214736704-(4-Methoxyphenyl)-1,2,3,6-tetrahydropyridine hydrochloride

Procedure

A mixture of tert-butyl 4-hydroxy-4-(4-methoxyphenyl)piperidine-1-carboxylate (700 mg, 2.27 mmol) from Step A and HCl in dioxane (4 ml, 16 mmol) was stirred at rt for 3 h.

Sources & evidence

ORD record: ord-f1169173ede0446ba15aee865946d204
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09221796B2

Reaction notes

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