Hydrochloric Acid → HCID 22116072, compound

HRID 1885629Notes

Reaction equation

HRID 1885629 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:16][CH:15]([CH2:17][O:18][C:19]3[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=3)[CH2:14][C:13]2=[O:29])=[CH:8][CH:7]=1)(=[O:4])=[O:3].[OH-].[Na+].Cl>O1CCOCC1.O>[CH3:1][S:2]([O:5][C:6]1[CH:7]=[CH:8][C:9]([N:12]2[CH2:16][CH:15]([CH2:17][O:18][C:19]3[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:27][CH:28]=3)[CH2:14][C:13]2=[O:29])=[CH:10][CH:11]=1)(=[O:3])=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22116006HCID 22116006, compound

Product 1

HCID 22116072HCID 22116072, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Methyl 4-[1-(4-methanesulfonyloxyphenyl)-2-pyrrolidon-4-yl]methoxybenzoate (1.78 g) is dissolved in dioxane (20 ml) and thereto is added a solution of sodium hydroxide (0.34 g) in water (5 ml). The mixture is stirred at room temperature for 16 hours. After adding conc. hydrochloric acid (about 0.7 ml), the reaction mixture is concentrated under reduced pressure. Water is added to the resulting residue and the precipitate is collected by filtration, washed with water and recrystallized from about 15% aqueous methanol to give the desired product (1.43 g), m.p. 199°-201° C.

Workup

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. additionWater is added to the resulting residue
  3. filtrationthe precipitate is collected by filtration
  4. washwashed with water
  5. customrecrystallized from about 15% aqueous methanol

Sources & evidence

ORD record
ord-635dae42eeea4b748d6de08800dc4a9b
Source dataset
uspto-grants-1992_09
Patent number
US05145865

Reaction notes

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