Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Chloride | HCID 312 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 3-Cyclopentylpropionyl chloride | HCID 66039 | — |
| Solvent | Water | HCID 962 | — |
| Product | 143212-17-3 | HCID 19043559 | — |
Reaction Steps
The procedure is an adaptation of procedure in Org. Syn. Col. Vol. II, p 846, Col. Vol. VI, p 95. A solution of 0.65 g of 3-cyclopentylpropionyl chloride (Example 253) in 10 ml of acetone is added dropwise to a 0° C. solution of 0.46 g of sodium azide in 5 ml of water When the addition is complete, stirring is continued for 1 hour. The mixture is extracted with toluene, dried over anhydrous sodium sulfate and filtered. The toluene solution is added dropwise to 25 ml of toluene which is heated at reflux temperature. When the addition is complete, the reaction is refluxed until nitrogen evolution has ceased (ca 1 hour). The reaction is cooled and the resulting toluene solution of the corresponding isocyanate is then used as in Example 124, 119, 99, and all new examples.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05550257 |
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| Source dataset | uspto-grants-1996_08 |
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| ORD ID | ord-f9d02a8f778f4fd98dbdc67513b50e65 |
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| Source note | uspto-grants-1996_08 |
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