Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | p-Methylphenethylamine | HCID 76751 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24257440 | HCID 24257440 | 82% |
Reaction Steps
A mixture of 12.0 g (89 mmol) of 2-p-tolylethylamine and 11.21 ml (111 mmol) of benzaldehyde in PPA (300 g) was heated at 100° C. for 5 days. After cooling to RT it was poured into a saturated aqueous K2CO3 solution (1200 ml). Following the addition of DCM (300 ml) it was stirred for 50 min at RT. Then the phases were separated and the aqueous phase was extracted with DCM (2×500 ml). The organic phases were combined, dried over Na2SO4, filtered and concentrated to small volume under vacuum. 16.3 g of 7-methyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline were obtained as the crude product, which was reacted further with no additional purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367700B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-b9a9bb53848d473ea0857ee8182b78b8 |
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| Source note | uspto-grants-2013_02 |
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