Hydrochloric Acid → HCID 73183726, compound

HRID 496332Notes

Reaction equation

HRID 496332 reaction equation
C([O:3][C:4](=[O:29])[CH:5]=[CH: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]([CH:6]=[CH:5][C:4]([OH:29])=[O:3])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 867598433-[4-(2,3,4,5-tetramethoxy-6-methylbenzyl)phenyl]acrylic Acid Ethylester

Product 1

HCID 73183726HCID 73183726, compoundYield 96.1%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

The compound (1.35 g, 3.36 mmol) obtained in Step 4 of Example 1 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 (1.20 g, 3.23 mmol, yield 96%).

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-c1d7eef0eab24a83a2d7cf6801ab536c
Source dataset
uspto-grants-2005_09
Patent number
US06943196B1

Reaction notes

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