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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209285Generated: October 30, 2026

Ethylene Glycol → HCID 44422726, compound

https://huagongshe.com/reaction/2209285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1H-Indole-2,3-dione, 6-bromo-HCID 95716—
SolventTolueneHCID 1140—
ProductHCID 44422726HCID 4442272685.7%

Reaction Steps

Into the solution of 6-bromoindoline-2,3-dione (3.3 g) in Toluene (90 mL), was added Ethylene Glycol (9 g) and p-TsOH (555 mg). The reaction was heated to reflux and water was removed. After completion of the reaction, Toluene was removed, the residue was purified by silica gel column chromatography to provide 3.38 g of 6′-bromospiro[[1,3]dioxolane-2,3′-indolin]-2′-one. 1H NMR (400 MHz, Chloroform-d) δ 7.59 (br., 1H), 7.21 (d, J=1.1 Hz, 2H), 7.00 (s, 1H), 4.60-4.51 (m, 2H), 4.35-4.27 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376441B2
Source datasetuspto-grants-2016_06
ORD IDord-ee1895421a584127a3a464ac9c9bd5ec
Source noteuspto-grants-2016_06