Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid | HCID 46739492 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 90408245 | HCID 90408245 | — |
Reaction Steps
3-Methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid (700 mg, 2.67 mmol) was placed into 100 ml round bottom flask equipped with a stir bar. 3.0 ml of anhydrous chloroform was added to the flask followed by 2.0 ml of thionyl chloride and 1 drop of anhydrous DMF. The reaction mixture was stirred at 35° C. for 3 hours and then at room temperature overnight. LCMS of the sample after quenching a small amount with MeOH showed that no acid left. The solvent and excess thionyl chloride was removed under vacuum to give SKC-03-071. SKC-03-071 was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09127024B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-fb7d125eff1c417d85b68e2002f7bcea |
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| Source note | uspto-grants-2015_09 |
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