Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | 2-[3-(bromomethyl)phenyl]-5,5-dimethyl-1,3,2-dioxaborinane | HCID 3844961 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57559812 | HCID 57559812 | 65% |
Reaction Steps
2-(3-Bromomethyl-phenyl)-5,5-dimethyl-[1,3,2]dioxaborinane (0.21 mmol, 60 mg) and diethyl-amine (1 mL, >10 equiv) were combined and left to stir at 70° C. for 4 hours. The reaction mixture was then diluted with ethyl acetate, concentrated in vacuo and dried on high vacuum for 1 hour. The residue was then dissolved in dichloromethane, washed with water, followed by brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the final product as yellow oil (37.7 mg, 65%). 1H NMR (300 MHz, CDCl3): δ (ppm)=7.71 (m, 2H), 7.44 (m, 1H), 7.33 (m, 1H), 3.79 (s, 4H), 3.59 (s, 2H), 2.54 (q, 4H), 1.06 (t, 6H), 1.04 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07790717B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-ab37a9d1f20a4a63bd4dbe46ccbc1ffc |
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| Source note | uspto-grants-2010_09 |
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