Hydrochloric Acid → HCID 22325304, compound

HRID 496330Notes

Reaction equation

HRID 496330 reaction equation
C([O:3][C:4](=[O:29])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]2[C:19]([CH3:20])=[C:18]([O:21][CH3:22])[C:17]([O:23][CH3:24])=[C:16]([O:25][CH3:26])[C:15]=2[O:27][CH3:28])=[CH:9][CH:8]=1)C.Cl>[OH-].[Na+].O1CCOCC1>[CH3:28][O:27][C:15]1[C:16]([O:25][CH3:26])=[C:17]([O:23][CH3:24])[C:18]([O:21][CH3:22])=[C:19]([CH3:20])[C:14]=1[CH2:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][C:4]([OH:29])=[O:3])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 867598443-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]propionic Acid Ethylester

Product 1

HCID 22325304HCID 22325304, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

The compound (914 mg, 2.27 mmol) obtained in Step 5 was dissolved in a mixture of an aqueous solution of 2 N sodium hydroxide (30 ml) and 1,4-dioxane (15 ml) and the mixture was stirred at 70° C. for 3 hours. The reaction mixture was acidified by adding concentrated hydrochloric acid and then was extracted with ethyl acetate. The extract was washed with water, dried, and then the solvent was distilled off to yield the title compound (731 mg, 1.95 mmol, yield 86%).

Workup

  1. extractionwas extracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-cfc65868aa5342ee8e4ab84be8175df5
Source dataset
uspto-grants-2005_09
Patent number
US06943196B1

Reaction notes

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