Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 57656437 | HCID 57656437 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57656617 | HCID 57656617 | 38% |
Reaction Steps
Add sodium azide (441 mg, 6.785 mmol) to a stirred solution of 4-(cyclohexanecarbonyl)-benzyl bromide (954 mg, 3.393 mmol) in anhydrous DMF (20 mL) and heat the mixture to 90° C. for 2 h. Cool the mixture to room temperature, add water and extract the aqueous solution with diethyl ether. Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane and hexane/EtOAc (19:1) to give the desired intermediate as oil (310 mg, 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022062B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-66a131225ac049768141cea86716d129 |
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| Source note | uspto-grants-2011_09 |
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