Hydrochloric Acid → 4-Piperidyloxyamine dihydrochloride

HRID 42078Notes

Reaction equation

HRID 42078 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][NH2:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:16]>CCOC(C)=O>[ClH:16].[ClH:16].[NH:8]1[CH2:13][CH2:12][CH:11]([O:14][NH2:15])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 24729482tert-Butyl 4-(aminooxy)piperidine-1-carboxylate

Product 1

HCID 103134494-Piperidyloxyamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-tert-Butoxycarbonyl-4-piperidyloxyamine (120 mg) was dissolved in a 5M HCl solution in EtOAc (3 mL). After 1 h the solvent was removed under reduced pressure to give the title compound III-a (100 mg, 96%). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 10.95 (3H, bb), 8.96 (2H, bb), 4.33 (1H, m), 3.13 (2H, m), 3.00 (2H, m), 2.09 (2H, m), 1.85 (2H, m).

Workup

  1. customAfter 1 h the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4f1d3b8d0921442ebe3202700f85034e
Source dataset
uspto-grants-2013_09
Patent number
US08536160B2

Reaction notes

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