HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58640Generated: October 26, 2026
Sodium Azide → (4-Azidobut-1-ynyl)triethylsilane
https://huagongshe.com/reaction/58640
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 4-(Triethylsilyl)but-3-yn-1-yl 4-methylbenzene-1-sulfonate | HCID 12030138 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (4-Azidobut-1-ynyl)triethylsilane | HCID 86663839 | 103.6% |
Reaction Steps
Sodium azide (1.80 g; 27.65 mmol) was added to a solution of 4-(triethylsilyl)but-3-ynyl 4-methylbenzenesulfonate (3.12 g; 9.22 mmol) in DMF (15 mL) and stirred at 60° C. for 3 hours. After cooling, the volatiles were removed under reduced pressure and the residue was partitioned between saturated ammonium chloride and ethyl acetate. The organic layer was dried and concentrated under reduced pressure to afford 2.0 g (quantitative yield) of (4-azidobut-1-ynyl)triethylsilane as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434722B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-83eb10e8740f4a2c89ba0f4d6f2e6b50 |
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| Source note | uspto-grants-2016_09 |
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