Hydrochloric Acid → 4-(2-PROPYNYLOXY)PIPERIDINEHYDROCHLORIDE

HRID 930331Notes

Reaction equation

HRID 930331 reaction equation
[CH2:1]([O:4][CH:5]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)[C:2]#[CH:3].[ClH:18]>O1CCOCC1>[ClH:18].[CH2:1]([O:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 496579171,1-Dimethylethyl 4-(2-propyn-1-yloxy)-1-piperidinecarboxylate

Product 1

HCID 450754384-(2-PROPYNYLOXY)PIPERIDINEHYDROCHLORIDE

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent3×

Procedure

To a RT solution of tert-butyl 4-(prop-2-yn-1-yloxy)piperidine-1-carboxylate (0.826 g, 3.45 mmol) in 1,4-dioxane (10 mL) was added 4.0M HCl solution in 1,4-dioxane (1.80 mL, 7.20 mmol). After 2 h an additional amount of 4.0M HCl solution in 1,4-dioxane (1.80 mL, 7.20 mmol) was added and the reaction was stirred for 1 h. The solvent was removed in vacuo to yield the titled compound as a white crystalline solid (632 mg, quant).

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-173e11512b384d5580b813acd3104fa4
Source dataset
uspto-grants-2016_03
Patent number
US09296734B2

Reaction notes

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