HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Cyano-4,4,8-trimethyl-non-2-enoic acid benzyl ester → 2-Aminomethyl-4,4,8-trimethyl-nonanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Cyano-4,4,8-trimethyl-non-2-enoic acid benzyl ester | HCID 68872461 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ammonium hydroxide methanol | HCID 21894508 | — |
| Product | 2-Aminomethyl-4,4,8-trimethyl-nonanoic acid | HCID 10307998 | 16.9% |
Reaction Steps
2-Cyano-4,4,8-trimethyl-non-2-enoic acid benzyl ester (1.3 g, 4.14 mmol) in THF (50 mL) was treated with hydrogen in the presence of 20% Pd/C to give a mixture of the cyano acid and the cyano methyl ester. The mixture was purified by silica gel chromatography to give 278 mg of cyano acid. The acid was then treated with hydrogen in the presence of Raney Ni in MeOH/NH4OH to give 0.16 g of 2-aminomethyl-4,4,8-trimethyl-nonanoic acid. m/z 230.3 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112610B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-e27afb26970542839b2b6d4f2753935a |
| Source note | uspto-grants-2006_09 |