Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72835Generated: October 30, 2026

Sodium Carbonate → HCID 58503489, compound

https://huagongshe.com/reaction/72835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantLithium ChlorideHCID 433294—
Reactant8-Benzyl-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-eneHCID 49835910—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 58503489HCID 58503489—

Reaction Steps

4-Methoxyphenyl boronic acid (0.50 g), lithium chloride (0.26 g), Pd(PPh3)4 (0.17 g), and finally 2 M aqueous Na2CO3 solution (3.2 mL) are added in turn to a flask charged with a stir bar, trifluoromethanesulfonic acid 8-benzyl-8-aza-bicyclo[3.2.1]oct-2-en-3-yl ester (1.0 g), water (5 mL), and 1,2-dimethoxyethane (25 mL) under argon atmosphere. The resulting mixture is stirred at reflux temperature for 5 h. After cooling to ambient temperature, brine is added and the mixture is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and the solvent is removed under reduced pressure. The residue is purified by chromatography on silica gel (cyclohexane/ethyl acetate 1:0→1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829027B2
Source datasetuspto-grants-2014_09
ORD IDord-69cee5192e414aff8ce54bb55ce00555
Source noteuspto-grants-2014_09