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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850398Generated: October 30, 2026

Hydrochloric Acid → HCID 66760629, compound

https://huagongshe.com/reaction/1850398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
ReactantSodium methanolate methanolHCID 23694274—
ReactantHCID 66759624HCID 66759624—
CatalystCopper iodideHCID 83717—
SolventEthyl AcetateHCID 8857—
ProductHCID 66760629HCID 66760629—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 7-bromo-2,4,6-trimethyl-2,3-dihydro-1-benzofuran (10.0 g, 41.5 mmol) synthesized in Reference Example 79, copper iodide (I) (7.88 g, 41.5 mmol), 28% sodium methoxide/methanol solution (41.5 mL) and DMF (20.7 mL) was stirred at 120° C. for 2 hours. After cooled, 3N hydrochloric acid was added to the reaction solution to be neutralized, and it was diluted with ethyl acetate. Insolubles were removed by Celite filtration, and the obtained filtrate was washed with water and saturated saline. The organic layer was dried using magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 94:6) to give 5.5 g of the title compound as an oily product (yield: 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957069B2
Source datasetuspto-grants-2015_02
ORD IDord-eed2878a3eb8479c896217542cebcf75
Source noteuspto-grants-2015_02