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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-Carbethoxyphthalimide | HCID 31187 | — |
| Reactant | 1-(4-Bromophenyl)-3,3-dimethoxycyclobutanamine | HCID 67257084 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-(1-(4-Bromophenyl)-3,3-dimethoxycyclobutyl)isoindoline-1,3-dione | HCID 67254656 | 40.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221838B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-3abab01d6f2c4f4082bbd3c159f97c4f |
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| Source note | uspto-grants-2015_12 |
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