HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896947Generated: October 31, 2026
Azobisisobutyronitrile → 3-Bromo-6-(trifluoromethyl)phthalide
https://huagongshe.com/reaction/1896947
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 6-(Trifluoromethyl)isobenzofuran-1(3H)-one | HCID 11074441 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 3-Bromo-6-(trifluoromethyl)phthalide | HCID 58562867 | — |
Reaction Steps
Into a 50 mL round-bottom flask, was placed a solution of 6-(trifluoromethyl)isobenzofuran-1(3H)-one (prepared as described in the previous step, 5.5 g, 27.23 mmol, 1.00 equiv) in CCl4 (10 mL), NBS (5.8 g, 32.58 mmol, 1.20 equiv) and AIBN (0.45 g, 0.10 equiv). The reaction mixture was stirred for 3 h at 65° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was dissolved in 100 mL of ethyl acetate, washed with 60 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08518969B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-6f27f8b3c9ba4c56b153013f61dbca0d |
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| Source note | uspto-grants-2013_08 |
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