Hydrochloric Acid → (Morpholin-4-yl)(phenyl)acetic acid--hydrogen chloride (1/1)

HRID 404634Notes

Reaction equation

HRID 404634 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]([O:10]CC)=[O:9])[CH2:3][CH2:2]1.[ClH:19]>O1CCOCC1>[ClH:19].[O:1]1[CH2:2][CH2:3][N:4]([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]([OH:10])=[O:9])[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 600535Ethyl α-phenyl-4-morpholineacetate

Product 1

HCID 71432425(Morpholin-4-yl)(phenyl)acetic acid--hydrogen chloride (1/1)Yield 63.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl 2-morpholino-2-phenylacetate (0.34 g, 1.36 mmol) was dissolved in dioxane (11.4 ml) and 37% HCl (1.1 ml, 13.6 mmol) was added dropwise. The mixture was stirred at reflux overnight. 37% HCl (1.1 ml, 13.6 mmol) was added and the reaction was refluxed for additional 24 hours. The solvent was evaporated and the residue was triturated with acetonitrile (10 ml) to obtain 2-morpholino-2-phenylacetic acid hydrochloride (0.22 g, 63.7% 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)

Sources & evidence

ORD record
ord-53080b2c6cc24a64aef8735706ea5e8f
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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