Hydrochloric Acid → HCID 22054257, compound

HRID 1830243Notes

Reaction equation

HRID 1830243 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH3:35])=[C:5]([C:26]([O:33][CH3:34])=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=2)=[C:11]([CH:16]=1)[C:12]([O:14]C)=[O:13].Cl>[OH-].[Na+].O1CCOCC1.O>[CH3:1][O:2][C:3]1[C:4]([CH3:35])=[C:5]([C:26]([O:33][CH3:34])=[C:27]([O:31][CH3:32])[C:28]=1[O:29][CH3:30])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=2)=[C:11]([CH:16]=1)[C:12]([OH:14])=[O:13]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 22054277HCID 22054277, compound

Product 1

HCID 22054257HCID 22054257, compoundYield 99%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Procedure

Methyl 5-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-(3-methoxyphenoxy)benzoate (0.200 g, 0.414 mmol) was dissolved in a mixed solution of an aqueous 1N NaOH solution (3 ml) and 1,4-dioxane (3 ml) and the resulting solution was stirred at room temperature for 6 hours. The reaction solution was diluted with water, rendered acidic with concentrated hydrochloric acid and then extracted with ether. The extract was washed with water and then dried, and the solvent was removed by distillation. The residue was recrystallized from ether to obtain the titled compound (0.190 g, 0.408 mmol, 99%).

Workup

  1. extractionextracted with ether
  2. washThe extract was washed with water
  3. customdried
  4. customthe solvent was removed by distillation
  5. customThe residue was recrystallized from ether

Sources & evidence

ORD record
ord-768d0e78ba4844818a5df1273b8d0cb5
Source dataset
uspto-grants-2006_06
Patent number
US07064124B2

Reaction notes

Loading…