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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913087Generated: October 31, 2026

Sodium Carbonate → HCID 67175440, compound

https://huagongshe.com/reaction/1913087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 86664776HCID 86664776—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67175440HCID 67175440—

Reaction Steps

2 M aqueous Na2CO3 solution (1.0 mL) is added to a flask charged with a stir bar, trifluoro-methanesulfonic acid 8-(2,3-dihydro-benzo[1,4]dioxine-6-carbonyl)-8-aza-bicyclo[3.2.1]oct-2-en-3-yl ester (0.40 g), phenylboronic acid (0.13 g), lithium chloride (87 mg), Pd(PPh3)4 (60 mg), water (2 mL), and 1,2-dimethoxyethane (10 mL) in argon atmosphere. The resulting mixture is stirred at reflux temperature for 4 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→2:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609690B2
Source datasetuspto-grants-2013_12
ORD IDord-ac27a9e6500045b08fa1431e289c138e
Source noteuspto-grants-2013_12