Hydrochloric Acid → 4-(2,3,4,5-tetramethoxy-6-methylbenzyl)benzoic Acid

HRID 496353Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:4](=[O:23])[C:5]([CH3:22])=[C:6]([CH2:12][C:13]2[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=2)[C:7](=O)[C:8]=1[O:9][CH3:10].[C:24](=O)([O-])[O-].[K+].[K+].Cl.[CH3:31][OH:32]>O>[CH3:31][O:32][C:7]1[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[C:4]([O:23][CH3:24])=[C:5]([CH3:22])[C:6]=1[CH2:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=1

Participants

Conditions

Temperature: 70 °C

Procedure

The compound (160 mg, 0.45 mmol) obtained in Step 3 was dissolved in a mixture of an aqueous solution of potassium carbonate (91 mg, 0.66 mmol) in water (1 ml) and methanol (2 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 diethylether. The extract was washed with water, dried, and then the solvent was distilled off to yield the title compound (116 mg, 0.34 mmol, yield 76%).

Workup

extractionwas extracted with diethylether
washThe extract was washed with water
customdried
distillationthe solvent was distilled off

Sources & evidence

ORD record: ord-4366638753ae478e9d958dd2bfa05daa
Source dataset: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06943196B1

Reaction notes

Loading…