Hydrochloric Acid → 1-(3-Chlorophenyl)pyrrolidin-3-amine dihydrochloride

HRID 1048104Notes

Reaction equation

HRID 1048104 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:12][CH2:11][CH:10]([NH:13]C(=O)OC(C)(C)C)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[ClH:21].O1CCOCC1>ClCCl>[ClH:1].[ClH:21].[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:12][CH2:11][CH:10]([NH2:13])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67165871tert-Butyl 1-(3-chlorophenyl)pyrrolidin-3-ylcarbamate

Product 1

HCID 670810081-(3-Chlorophenyl)pyrrolidin-3-amine dihydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 1-(3-chlorophenyl)pyrrolidin-3-ylcarbamate (120 mg, 0.404 mmol) in dichloromethane (0.5 ml) was treated with 4 molar hydrogen chloride in dioxane (1011 μL, 4.04 mmol) at ambient temperature in an open flask with rapid stirring. After 4 hours, the reaction was concentrated in vacuo to provide the di-hydrochloride salt of the title compound as a crude solid (122 mg, >100%).

Workup

  1. concentrationthe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-dcf6c86d683a45c4a4f4e58d82e59c77
Source dataset
uspto-grants-2013_10
Patent number
US08569522B2

Reaction notes

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