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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404957Generated: November 1, 2026

Tricyclohexylphosphine → HCID 67959129, compound

https://huagongshe.com/reaction/1404957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTricyclohexylphosphineHCID 75806—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 67959348HCID 67959348—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67959129HCID 6795912975.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of tert-butyl 8-bromo-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (16.0 g) obtained in Example 1, steps 1-3, cyclopropylboronic acid (8.23 g), potassium tert-butoxide (12.5 g), tricyclohexylphosphine (1.88 g), palladium acetate (754 mg) and toluene (400 mL) was stirred at 100° C. for 8 hr, the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0→10% ethyl acetate/hexane) to give the title compound (10.6 g, 75.1%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916549B2
Source datasetuspto-grants-2014_12
ORD IDord-b2fc76ea39c943b5a3ff48df597f009d
Source noteuspto-grants-2014_12