Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | 2-[3-(bromomethyl)phenyl]-5,5-dimethyl-1,3,2-dioxaborinane | HCID 3844961 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90023267 | HCID 90023267 | 91% |
Reaction Steps
To a solution of isopropylamine (15 mL, 10 g, 180 mmol, 10 eq) in dichloromethane (100 mL) was added dropwise a suspension of 2-[3-(bromomethyl)phenyl]-5,5-dimethyl-1,3,2-dioxaborinane (5.0 g, 18 mmol, 1.0 eq) in dichloromethane (75 mL) over 1 hour. After the addition was complete the reaction was stirred for an additional hour at 23° C. and then the reaction solution was washed with brine, dried over sodium sulfate and concentrated to yield N-[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzyl]propan-2-amine (4.2 g, 91%) as a clear oil. LRMS m/z (M+H) 516.2 found, 262.2 required.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181261B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-c0ab2823def8460e8cfa214ac31e753d |
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| Source note | uspto-grants-2015_11 |
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