Hydrochloric Acid → 3-Ethynyl-3-methylpiperidine hydrochloride
Reaction equation
[C:1]([C:3]1([CH3:16])[CH2:8][CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4]1)#[CH:2].[ClH:17].O1CCOCC1>ClCCl>[ClH:17].[C:1]([C:3]1([CH3:16])[CH2:8][CH2:7][CH2:6][NH:5][CH2:4]1)#[CH:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of tert-butyl 3-ethynyl-3-methylpiperidine-1-carboxylate (0.50 g, 2.24 mmol) in dichloromethane (10 mL) was added a solution of hydrogen chloride in 1,4-dioxane (3.0M, 5.0 mL, 15.00 mmol). The resulting solution was allowed to stir at room temperature. After 2 h, the mixture was concentrated to provide 0.34 g (95%) of 3-ethynyl-3-methylpiperidine hydrochloride (340 mg, 95%) as a white solid.
Workup
- concentrationthe mixture was concentrated
Sources & evidence
- ORD record
- ord-e21badbc4dd447b4a36dba3f54c146e5
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09067914B1
Reaction notes
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