Hydrochloric Acid → (2S)-2-[(3-Chlorophenoxy)methyl]pyrrolidine hydrochloride

HRID 401822Notes

Reaction equation

HRID 401822 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[O:5][CH2:6][C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1C(OC(C)(C)C)=O.Cl>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[O:5][CH2:6][C@@H:7]1[CH2:11][CH2:10][CH2:9][NH:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57732115tert-Butyl (2S)-2-[(3-chlorophenoxy)methyl]pyrrolidine-1-carboxylate

Product 1

HCID 68534217(2S)-2-[(3-Chlorophenoxy)methyl]pyrrolidine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl (2S)-2-[(3-chlorophenoxy)methyl]pyrrolidine-1-carboxylate (Preparation 89, 1.50 g, 4.81 mmol) was stirred with 4 M of hydrogen chloride in 1,4-dioxane (10 mL). After 2 h, the reaction mixture was concentrated in vacuo (TLC analysis showed only baseline material in 3:1 hexanes-ethyl acetate).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo (TLC analysis

Sources & evidence

ORD record
ord-172ce94496f046a6a709ed6019fa0b66
Source dataset
uspto-grants-2014_06
Patent number
US08741934B2

Reaction notes

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