Hydrochloric Acid → 1214028-77-9

HRID 404638Notes

Reaction equation

HRID 404638 reaction equation
[ClH:1].[C:2]1([CH:8]([N:14]2[CH2:19][CH2:18][S:17][CH2:16][CH2:15]2)[C:9]([O:11]CC)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCOCC1>[ClH:1].[C:2]1([CH:8]([N:14]2[CH2:15][CH2:16][S:17][CH2:18][CH2:19]2)[C:9]([OH:11])=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 86688897HCID 86688897, compound

Product 1

HCID 457923011214028-77-9Yield 35.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

37% aq HCl (1.1 ml, 13.5 mmol) was added dropwise to a solution of ethyl 2-phenyl-2-thiomorpholinoacetate (0.36 g, 1.35 mmol) in dioxane (11 ml). The mixture was stirred at reflux overnight. Then 37% aq HCl (1.1 ml, 13.5 mmol) was added again and the reaction was refluxed for additional 24 hours. Solvents were evaporated, the residue was triturated with acetonitrile and collected by suction filtration to obtain 2-phenyl-2-thiomorpholinoacetic acid hydrochloride (0.13 g, 34.4% yield) as a off-white solid.

Workup

  1. temperatureat reflux overnight
  2. temperaturethe reaction was refluxed for additional 24 hours
  3. customSolvents were evaporated
  4. customthe residue was triturated with acetonitrile
  5. filtrationcollected by suction filtration

Sources & evidence

ORD record
ord-ccc4d493b31d465d8791deb7ea76396d
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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