Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzhydrylamine | HCID 7036 | — |
| Reactant | 2-(Bromomethyl)-3-methyloxirane | HCID 12741628 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 14852479 | HCID 14852479 | 38% |
Reaction Steps
A 500-mL round-bottom flask was charged with 2-(bromomethyl)-3-methyloxirane (42.4 g, 280 mmol), methanol (120 mL), and diphenylmethanamine (44 mL, 260 mmol), and the resulting solution stirred overnight at 80° C. The reaction mixture was cooled to room temperature and concentrated. The residue was purified via column chromatography on silica gel (eluting with 50:1, dichloromethane/methanol) to afford 1-benzhydryl-2-methylazetidin-3-ol (25 g, 35%) as a white solid. MS (ESI, pos. ion) m/z 254 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388161B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-583768c40a744d3282965990aa6fb5ef |
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| Source note | uspto-grants-2016_07 |
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