Hydrochloric Acid → 100390-49-6

HRID 404630Notes

Reaction equation

HRID 404630 reaction equation
[C:1]1([CH:7]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:8]([O:10]CC)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:18]>O1CCOCC1>[ClH:18].[C:1]1([CH:7]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:8]([OH:10])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 3568733Ethyl 2-phenyl-2-(pyrrolidin-1-yl)acetate

Product 1

HCID 6603112100390-49-6Yield 79%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl 2-phenyl-2-(pyrrolidin-1-yl)acetate (0.31 g, 1.33 mmol) was dissolved in dioxane (11 ml) and 37% HCl (1.09 ml, 13.3 mmol) was added dropwise. The mixture was stirred at reflux overnight. Then 37% HCl (1.09 ml, 13.3 mmol) was added again and the reaction was refluxed for additional 24 hours. The solvent was evaporated, the residue was triturated with acetonitrile (10 ml) and the suspension was filtered on a buckner funnel. The solid was recovered to obtain 2-phenyl-2-(pyrrolidin-1-yl)acetic acid hydrochloride (0.25 g, 79% yield) as a white solid.

Workup

  1. temperatureat reflux overnight
  2. temperaturethe reaction was refluxed for additional 24 hours
  3. customThe solvent was evaporated
  4. customthe residue was triturated with acetonitrile (10 ml)
  5. filtrationthe suspension was filtered on a buckner funnel
  6. customThe solid was recovered

Sources & evidence

ORD record
ord-b6a6c74acd004fe280572b857281e079
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

Loading…