Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Chloropropiophenone | HCID 70295 | — |
| Reactant | tert-butyl N-methoxycarbamate | HCID 12240290 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86639137 | HCID 86639137 | 40.3% |
Reaction Steps
To a cooled (0° C.) solution of tert-butyl methoxycarbamate (2.35 g, 16.0 mmol) in THF (50 mL) was slowly added NaH (0.640 g, 16.0 mmol). After stirring at 0° C. for 5 minutes and then at room temperature for 30 minutes, the mixture was added dropwise to a solution of 3-chloro-1-phenylpropan-1-one (2.84 g, 16.8 mmol) in THF (25 mL). After stirring at room temperature for 30 minutes, the mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was chromatographed (10% ethyl acetate in hexanes) to provide the product (1.80 g, 40% yield) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324257B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-bb23012484cb48848537252d700e7aec |
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| Source note | uspto-grants-2012_12 |
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