HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 2-((Methylamino)methyl)fluorene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | N-methyl fluorene-2-carboxamide | HCID 10704314 | — |
| Reactant | 9H-Fluorene-2-carbonyl chloride | HCID 17815629 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-((Methylamino)methyl)fluorene | HCID 12689751 | — |
Reaction Steps
A solution of fluorene-2-carbonyl chloride (prepared from fluorene-2-carboxylic acid and oxalyl chloride) in THF is added to aqueous methylamine (2 molar equivalents) to prepare N-methyl fluorene-2-carboxamide. Reduction of the amide using LiAlH4 in ether provides 2-((methylamino)methyl)fluorene. The amine is protected by reaction with di-tert-butyl dicarbonate to provide 2-((N-tBOC-N-methylamino)methyl)fluorene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946405B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-fed1647a2c5646559da749e107c1a7db |
| Source note | uspto-grants-2015_02 |