HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenylcyclopropanemethanamine → Cyclohexaneethanamine, -bta-,-bta--dimethyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenylcyclopropanemethanamine | HCID 70287 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Cyclohexaneethanamine, -bta-,-bta--dimethyl- | HCID 19776368 | — |
Reaction Steps
{1-(1-Phenylcyclopropyl)}methylamine (205 mg, 1.1 mmole) was hydrogenated using platinum-black (410 mg) in 20 mL of acetic acid under 4 atmospheres of hydrogen for 3 days. The same conditions were repeated 3 times to complete the reaction. 2-Cyclohexyl-2-methylpropylamine was isolated as an acetic acid salt in quantitative yield. This material (28.5 mg, 0.12 mmole) was coupled with Example 4 (100 mg, 0.1 mmole) by the EDC and HOBT method followed by deprotection and purification to afford pure title compound (51 mg, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05190922 |
| Source dataset | uspto-grants-1993_03 |
| ORD ID | ord-2d2515b604614df188d6f598b196603b |
| Source note | uspto-grants-1993_03 |