Hydrochloric Acid → HCID 19357174, compound

HRID 377935Notes

Reaction equation

HRID 377935 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]2[CH2:16][CH2:15][N:14]([C:17]([N:19]([CH2:30][C:31]([O:33]CC)=[O:32])[C:20]3[CH:25]=[C:24]([CH3:26])[C:23]([CH3:27])=[CH:22][C:21]=3[O:28][CH3:29])=[O:18])[CH2:13][CH2:12]2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.O.O.[OH-].[Li+].Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]2[CH2:12][CH2:13][N:14]([C:17]([N:19]([CH2:30][C:31]([OH:33])=[O:32])[C:20]3[CH:25]=[C:24]([CH3:26])[C:23]([CH3:27])=[CH:22][C:21]=3[O:28][CH3:29])=[O:18])[CH2:15][CH2:16]2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 19357186HCID 19357186, compound

Product 1

HCID 19357174HCID 19357174, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl 2-({[4-(3,5-dimethoxyphenyl)piperazino]carbonyl}-2-methoxy-4,5-dimethylanilino)acetate(200 mg, 0.41 mmole) was dissolved in dioxane:distilled water(4:1, 15 ml), lithium hydroxide monohydrate(50.7 mg, 1.23 mmol) was added thereto, and then the resulting mixture was stirred at room temperature for 3 hours, acidified with 1N-hydrochloric acid, extracted with ethylacetate, filtered to dryness, concentrated under the reduced pressure to remove the used solvent, and purified by column chromatography(ethylacetate:hexane=1:2) to obtain the titled compound.

Workup

  1. additionwas added
  2. extractionextracted with ethylacetate
  3. filtrationfiltered to dryness
  4. concentrationconcentrated under the reduced pressure
  5. customto remove the used solvent
  6. custompurified by column chromatography(ethylacetate:hexane=1:2)

Sources & evidence

ORD record
ord-239106735fd54d2d8dd4641a0bb0c3b4
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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