Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 4-Chlorobutyrophenone | HCID 253533 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-Azidobutyrophenone | HCID 10877918 | 99% |
Reaction Steps
To a solution of 4-chloro-1-phenylbutan-1-one (26.4 mL, 164 mmol) in DMSO (200 mL) was added sodium azide (12.8 g, 197 mmol). The solution was warmed to 55° C. and stirred for 16 hours. The cooled mixture was then treated with water (600 mL) and extracted with ether (3×200 mL). The combined organics were washed with water (8×100 mL) and brine (100 mL) then dried over MgSO4 and concentrated to provide the product as an orange oil (30.7 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07449486B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-253696dc1b55418da1f3a49de57430f7 |
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| Source note | uspto-grants-2008_11 |
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