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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509317Generated: October 31, 2026

Triethylamine → 2-(1-(4-Bromophenyl)-3,3-dimethoxycyclobutyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/1509317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-CarbethoxyphthalimideHCID 31187—
Reactant1-(4-Bromophenyl)-3,3-dimethoxycyclobutanamineHCID 67257084—
SolventChloroformHCID 6212—
Product2-(1-(4-Bromophenyl)-3,3-dimethoxycyclobutyl)isoindoline-1,3-dioneHCID 6725465640.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 1-(4-bromophenyl)-3,3-dimethoxycyclobutanamine (0.66 g, 2.306 mmol), ethyl 1,3-dioxoisoindoline-2-carboxylate (0.56 g, 2.55 mmol) and triethylamine (1.3 ml, 9.33 mmol) in CHCl3 (15 ml) was heated at 70° C. for 16 h. The reaction mixture was concentrated to as dry as possible. Methanol (˜5 ml) was added. The solution was concentrated to dryness. Methanol (˜5 ml) was added again and the resulted solid was collected by filtration to afford product as a white solid (0.39 g). 1H NMR (500 MHz, CDCl3): 7.70 (dd, 2H), 7.60 (dd, 2H), 7.44 (dd, 2H), 7.37 (dd, 2H), 3.18 (m, 4H), 3.10 (s, 3H), 3.02 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221838B2
Source datasetuspto-grants-2015_12
ORD IDord-3abab01d6f2c4f4082bbd3c159f97c4f
Source noteuspto-grants-2015_12