Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3,5-Dinitrobenzoyl chloride | HCID 7432 | — |
| Reactant | HCID 86725130 | HCID 86725130 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86725136 | HCID 86725136 | 90% |
Reaction Steps
1.98 g (8.6 mmol) of 3,5-dinitrobenzoyl chloride are dissolved in 16 mL of toluene and 3 drops of DMF were incorporated. 4 g (8.6 mmol) of (2Z)-2-(1,3-benzodioxol-5-yl)-3-{4-[(11-hydroxyundecyl)oxy]-3-methoxyphenyl}prop-2-enenitrile from example 7, 0.052 g (0.4 mmol) of 4-dimethylaminopyridine and 1.03 mL (13 mmol) of pyridine are added. The mixture is stirred at room temperature for 96 hours. The solution is then heated up to 60° C. and 6.5 ml of MeOH are added. The suspension is stirred at room temperature for 1 hour and at 0° C. for 1 hour. The precipitate is filtered off. Recristallisation of the residue in acetonitrile yielded 5.1 g (90%) of pure 11-{4-[(Z)-2-(1,3-benzodioxol-5-yl)-2-cyanoethenyl]-2-methoxyphenoxy}undecyl 3,5-dinitrobenzoate as yellowish powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09366906B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-f9ae7d9d73604813b8ce0d9df94b538b |
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| Source note | uspto-grants-2016_06 |
|---|