Acetic Acid → HCID 23009401, compound

HRID 1029908Notes

Reaction equation

HRID 1029908 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2CC(N2CCOCC2)=S)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:22]([OH:25])(=[O:24])[CH3:23]>Cl>[N:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:23][C:22]([OH:25])=[O:24])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 19899924HCID 19899924, compound

Product 1

HCID 23009401HCID 23009401, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of N-[[2-(4-morpholinyl)-phenyl]thioacetyl]morpholine (2.78 g) in a mixture of acetic acid (25 cc) and 37% hydrochloric acid (25 cc) is refluxed for 8 hours and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is taken up in ethyl acetate (20 cc) and normal sodium hydroxide solution (20 cc). The aqueous phase is acidified to pH 5 with acetic acid and then extracted with ethyl acetate (20 cc). This organic phase is washed with water (2×4 cc), dried over magnesium sulphate and concentrated to dryness under reduced pressure (2.7 kPa). 2-[2-(4-Morpholinyl)phenyl]acetic acid (0.48 g) melting at 128° C. is obtained.

Workup

  1. temperatureis refluxed for 8 hours
  2. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  3. extractionextracted with ethyl acetate (20 cc)
  4. washThis organic phase is washed with water (2×4 cc)
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-182d990e4b9e4f0dab5276ec727144d1
Source dataset
uspto-grants-1992_04
Patent number
US05102667

Reaction notes

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