Hydrochloric Acid → (S)-3-pyrrolidinyloxyamine dihydrochloride

HRID 1182884Notes

Reaction equation

HRID 1182884 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C@H:10]([O:13][NH2:14])[CH2:9]1)=O)(C)(C)C.[ClH:15]>CCOC(C)=O>[ClH:15].[ClH:15].[NH:8]1[CH2:12][CH2:11][C@H:10]([O:13][NH2:14])[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59596622tert-Butyl (S)-3-(aminooxy)pyrrolidine-1-carboxylate

Product 1

HCID 68728672(S)-3-pyrrolidinyloxyamine dihydrochlorideYield 73%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(S)-1-tert-Butoxycarbonyl-3-pyrrolidinyloxyamine (1.67 g) was dissolved in a 5M HCl solution in EtOAc (20 ml). After 1 h the solvent was removed under reduced pressure to give (S)-3-pyrrolidinyloxyamine dihydrochloride (1.04 g, 73%) as an off-white solid.

Workup

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

Sources & evidence

ORD record
ord-35385a8623954518b105a35237cf0d91
Source dataset
uspto-grants-2014_03
Patent number
US08664210B2

Reaction notes

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