HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 4,4-difluoro-N-methylcyclohexan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 4,4-Difluorocyclohexanone | HCID 15789092 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 14345455 | HCID 14345455 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4,4-difluoro-N-methylcyclohexan-1-amine | HCID 22224996 | 50% |
Reaction Steps
The title compound was prepared from 4,4-difluoro-cyclohexanone (prepared from 8,8-Difluoro-1,4-dioxa-spiro[4.5]decane by deprotection with sulfuric acid under standard conditions) and methylamine by reductive amination under standard conditions (Pd hydroxide in methanol, 1 atm hydrogen) in ˜50% yield. Recrystallization of the hydrochloride from ethanol/diethylether afforded analytical pure material. Light-brown solid, mp 137-144° C. MS: m/e=186 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06727247B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-212987368202447389de236b69cef947 |
| Source note | uspto-grants-2004_04 |