Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 1,2,3,4-Tetrahydroisoquinoline | HCID 7046 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54394851 | HCID 54394851 | — |
Reaction Steps
Typically, the tetrahydroisoquinoline was suspended or dissolved in a cosolvent such as tetrahydrofuran or t-butyl alcohol. This mixture was cooled to −10° C. and methylamine was added and the temperature was maintained at −10° C. The lithium metal was charged in portions and the reaction mixture was stirred at −10° C. for another 30 minutes to about 2 hours after sufficient lithium metal was charged. The reaction mixture was warmed to room temperature and then added to water to produce the product hexahydroisoquinoline as a precipitate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08242277B2 |
|---|
| Source dataset | uspto-grants-2012_08 |
|---|
| ORD ID | ord-12a864c477254cbf8df2e8bac27454c6 |
|---|
| Source note | uspto-grants-2012_08 |
|---|
