Hydrochloric Acid → 3-Phenoxypyrrolidine hydrochloride

HRID 82923Notes

Reaction equation

HRID 82923 reaction equation
[O:1]([CH:8]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:20]>ClCCl.O1CCOCC1>[ClH:20].[O:1]([CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 23512104Tert-butyl 3-phenoxypyrrolidine-1-carboxylate

Product 1

HCID 450754753-Phenoxypyrrolidine hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a cooled solution of tert-butyl 3-phenoxypyrrolidine-1-carboxylate (172 mg, 0.65 mmol; which may be prepared as described in Step 2) in dichloromethane (4.3 mL) was added dropwise HCl 4N in dioxane (3.2 mL). The solution was warmed to room temperature and stirred for 1 h. The solvent was evaporated under reduced pressure to give the title compound (135 mg, quantitative) as an orange oil.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6dae3ee2783f46be941c564ed276df19
Source dataset
uspto-grants-2014_09
Patent number
US08846711B2

Reaction notes

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