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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968375Generated: October 29, 2026

Hydrochloric Acid → HCID 59245809, compound

https://huagongshe.com/reaction/1968375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTrimethyl borateHCID 8470—
ReactantDibenzoselenopheneHCID 136052—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 59245809HCID 59245809—

Reaction Conditions

Temperature-78 °C

Reaction Steps

4.0 g (17.3 mmol) of dibenzoselenophene and 150 mL of dry ether were added in a 250 mL three necked flask under nitrogen. To the mixture, 11.5 mL of BuLi (1.6 M in hexane) was added slowly at room temperature. The reaction mixture was then heated to reflux for 5 hours. The reaction mixture was cooled to −78° C. and 5 mL of trimethyl borate was added. It was then left to stir at room temperature for overnight. About 50 mL of 1 M HCl was added to the reaction mixture. The organic phase was extracted with ethyl acetate and dried with sodium sulfate. The combined organic phase was evaporated to dryness and 100 mL of 30% ethyl acetate in hexane was added to the solid with stirring at room temperature for 8 hours. The suspension was filtered, the solids were washed with hexane and dried, yielding 2 of white solids as the product which was confirmed by NMR

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426035B2
Source datasetuspto-grants-2013_04
ORD IDord-6dfdfe3799f64e40847deb6650e6ef3c
Source noteuspto-grants-2013_04