1,4-Dioxane hydrochloride → Ethyl 4-cyanopiperidine-4-carboxylate hydrochloride

HRID 712208

Reaction equation

HRID 712208 reaction equation
[C:1]([C:3]1([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][CH2:4]1)#[N:2].[ClH:21].O1CCOCC1>O1CCOCC1>[ClH:21].[C:1]([C:3]1([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)#[N:2]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 577503761-tert-Butyl 4-ethyl 4-cyanopiperidine-1,4-dicarboxylate

Product 1

HCID 14294360Ethyl 4-cyanopiperidine-4-carboxylate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To an ice-cold solution of O1-tert-butyl O4-ethyl 4-cyanopiperidine-1,4-dicarboxylate (0.4 g, 1.41 mmol) in 1,4-dioxane (10 mL) was added HCl-dioxane (4 M, 5 mL) solution. The resulting mixture was stirred at rt for 30 minutes. After completion of reaction (by TLC), solvent was evaporated to obtain the product as a solid (0.28 g). MS: 183.27 [M+H]+.

Workup

  1. customAfter completion of reaction (by TLC), solvent
  2. customwas evaporated

Sources & evidence

ORD record
ord-34de48a7e7044ab0bc5ba72bcaffcbd0
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Linked notes

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