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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1797488Generated: October 30, 2026

2-Methyl-2-butene → HCID 11482198, compound

https://huagongshe.com/reaction/1797488

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-buteneHCID 10553—
ReactantBenzoic acid, 6-formyl-2,3-dimethoxy-, ethyl esterHCID 610645—
ReactantSodium ChloriteHCID 23668197—
ReactantMonosodium phosphateHCID 23672064—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11482198HCID 1148219880.7%

Reaction Steps

A solution of ethyl 6-formyl-2,3-dimethoxybenzoate (5.24 g, 22 mmol), sodium dihydrogen phosphate (3.60 g, 30 mmol) and 2-methyl-2-butene (10.3 ml, 96.8 mmol) in t-butanol (20 ml), tetrahydrofuran (20 ml) and water (20 ml) was stirred at room temperature for 10 min. To the obtained mixture was added sodium chlorite (6.76 g, 74.8 mmol) and the mixture was stirred at room temperature for 1 h. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-n-hexane to give 2-(ethoxycarbonyl)-3,4-dimethoxybenzoic acid (4.51 g, 80.7%) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07034039B2
Source datasetuspto-grants-2006_04
ORD IDord-c60ced6484874ea2b4bef26ca3d679e4
Source noteuspto-grants-2006_04