Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 10043994 | HCID 10043994 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 22918354 | HCID 22918354 | — |
Reaction Steps
To a solution of 359.4 mg (1 mmol) of 4-anilino-5-(4-methoxy-anilino)-phthalimide in 5 ml of chloroform, a solution of 186 μl (2 mmol) boron tribromide is added dropwise at -40° C. to -30° C. The reaction mixture is stirred for 5 hours at -30° C., and is then quenched with 5 ml of water. The reaction mixture is warmed up to room temperature, and the phases are separated. The organic phase is washed twice with water, dried over magnesium sulfate and concentrated by evaporation. Excluding light, the evaporation residue is chromatographed with ethylacetate/hexane 1:1 on a silica gel column that is cooled with ice-water (double jacket), the product fractions are combined and concentrated by evaporation. The title compound is obtained in the form of yellow crystals, FAB-MS: 346 [M+ +H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05491144 |
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| Source dataset | uspto-grants-1996_02 |
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| ORD ID | ord-d79ba3382b29440e8598a2518bc50e20 |
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| Source note | uspto-grants-1996_02 |
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