Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 4-Chloro-1-(2-thienyl)butan-1-one | HCID 123511 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59811013 | HCID 59811013 | 83.1% |
Reaction Steps
A mixture of 4-chloro-2′-butyrothienone (3.0 g, 15.9 mmol) and sodium azide (2.07 g, 31.8 mmol) in DMF (50 mL) was stirred at 70° C. for 1.5 h. The reaction mixture was then partitioned between ethyl acetate (200 mL) and water (200 mL). The organic layer was washed with water (100 mL), saturated aqueous sodium bicarbonate (100 mL) and brine (100 mL) and dried over sodium sulfate. Removal of the solvent in vacuum provided the title compound (2.58 g, 83% yield). MS m/e 218; HPLC retention time 0.85 min (Method B).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07432271B2 |
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| Source dataset | uspto-grants-2008_10 |
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| ORD ID | ord-41d2f3ba75084204b983156a0868ea89 |
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| Source note | uspto-grants-2008_10 |
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