HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587709Generated: October 28, 2026
Phthalimide potassium salt → 3-Chloro-4-((1,3-dioxoisoindolin-2-yl)methyl)benzaldehyde
https://huagongshe.com/reaction/587709
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | 4-(Bromomethyl)-3-chlorobenzaldehyde | HCID 86675177 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Chloro-4-((1,3-dioxoisoindolin-2-yl)methyl)benzaldehyde | HCID 86675178 | 66.7% |
Reaction Steps
To a stirred solution of 4-(bromomethyl)-3-chlorobenzaldehyde (3.8 g, 14 mmol) in DMF (40 mL) was added potassium pthalimide (3.54 g, 19.14 mmol), and the mixture was heated at 60° C. for 6 h. The reaction mixture was cooled to ambient temperature and diluted with water (100 mL). The solid obtained was separated by filtration and dried under vacuum to afford the title compound as a white solid (2.8 g, 60%): mp 123-126° C.; 1H NMR (400 MHz, CDCl3) δ 9.95 (s, 1H), 8.21 (s, 1H), 7.91 (m, 3H), 7.80 (m, 2H), 7.20 (m, 1H), 5.05 (s, 2H); ESIMS m/z 298.03 ([M−H]−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09226501B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-5b04bc457df34c73815566144c6102bd |
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| Source note | uspto-grants-2016_01 |
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