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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085576Generated: October 31, 2026

Methanol → HCID 22731288, compound

https://huagongshe.com/reaction/2085576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 22731304HCID 22731304—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 22731288HCID 22731288—

Reaction Steps

Following General Procedure B and using 3,3-dimethyl-7-t-butyl-2,3-dihydro-benzofuran-5-boronic acid (Intermediate 25, 0.57 g, 2.3 mmol), 3-iodo-but-2 (Z)-ene-ol (0.4 g, 2 mmol), methanol (7.5 mL), toluene (15 mL), water (2 mL), sodium carbonate (0.5 g, 4.9 mmol) and tetrakis(triphenylphosphine)palladium(0)(60 mg), followed by flash column chromatography over silica gel (230-400 mesh) using 15% ethyl acetate in hexane as the eluent, the title compound was obtained (0.47 g, 57% over two steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720423B2
Source datasetuspto-grants-2004_04
ORD IDord-5f250d919f8148efb19de55b913b3a2b
Source noteuspto-grants-2004_04