1-tert-Butyl 4-ethyl 4-(prop-2-en-1-yl)piperidine-1,4-dicarboxylate → Ethyl 4-allyl-4-piperidinecarboxylate hydrochloride

HRID 712223Notes

Reaction equation

HRID 712223 reaction equation
[CH2:1]([C:4]1([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]1)[CH:2]=[CH2:3].[ClH:22].O1CCOCC1>O1CCOCC1>[ClH:22].[CH2:1]([C:4]1([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 162182701-tert-Butyl 4-ethyl 4-(prop-2-en-1-yl)piperidine-1,4-dicarboxylateHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 53429630Ethyl 4-allyl-4-piperidinecarboxylate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To an ice-cold solution of 1-tert-butyl 4-ethyl 4-allylpiperidine-1,4-dicarboxylate (2 g, 6.70 mmol) in 1,4-dioxane (10 mL) was added HCl-dioxane (4.0 M, 15 mL) solution and the mixture stirred at rt for 30 min. After completion of reaction (by TLC), the solvent was evaporated to obtain a brownish solid material (1.30 g) that was carried forward to the next step without further purification. MS: 198.28 [M+H]+.

Workup

  1. customAfter completion of reaction (by TLC)
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e9c9489505994ca786e2309e80d29c5c
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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