Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 178483660 | HCID 178483660 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178483638 | HCID 178483638 | 100% |
Reaction Steps
To 12.64 g (36.17 mmol) of trans-methanesulfonic acid 4-[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-cyclohexylmethyl ester in 100 mL of DMF were added 4.51 g (92 mmol, 2.6 eq) of sodium cyanide, and the solution was stirred at 80° C. for 2 hours. After cooling the reaction mixture to RT, it was partitioned between ether and water. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure to give 10.14 g (quantitative) of crude trans-[2-(4-cyanomethyl-cyclohexyl)-ethyl]-methyl-carbamic acid tert-butyl ester as colorless oil, MS: 298 (M+NH4+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06965048B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-c39758bcb2c24f8c9c607804f58bff3e |
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| Source note | uspto-grants-2005_11 |
|---|