HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(1-Amino-1-phenyl-ethyl)-cyclohexanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [1-(4-Hydroxy-cyclohexyl)-1-phenyl-ethyl]carbamic acid tert-butyl ester | HCID 70252586 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(1-Amino-1-phenyl-ethyl)-cyclohexanol | HCID 58380998 | — |
Reaction Steps
Trifluoroacetic acid (8 mL) was added to a solution of [1-(4-hydroxy-cyclohexyl)-1-phenyl-ethyl]-carbamic acid tert-butyl ester (29) in dichloromethane (75 mL) from the previous stage. After stirring for 4 hours the reaction mixture was worked up by adding 2M aqueous hydrochloric acid (39 mL), followed by evaporation. Freeze drying overnight gave a pale brown semi-solid residue. This was treated with a mixture of water and acetonitrile. After freeze drying again 1.24 g of crude product as the hydrochloride was obtained which was used in the next stage without further purification. Rt=0.58 min (Method 5). Detected mass: 185.15 (M—NH3—H2O+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541449B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-1b63e111a78a4302b33a44161cc912ac |
| Source note | uspto-grants-2013_09 |