Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | 1,2,3,4-Tetrahydroisoquinoline | HCID 7046 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18328692 | HCID 18328692 | 79.7% |
Reaction Steps
1,2,3,4-Tetrahydroisoquinoline (0.5 g, 3.76 mmol) was added to a cooled mixture of phosgene (5 ml of 20% phosgene in toluene solution, 9.4 mmol) in methylene chloride (5 ml) at 0° C. The mixture was stirred at 0° C. for 1 hour. The reaction mixture was evaporated in vacuo. The residue was suspended in ethyl ether, filtered and the eluents were condensed to give a pale pink oil. Purification by flash column chromatography (silica gel, 0-10% ethyl acetate/hexane) gave 0.586 g of the desired product. IR (film) 1735.3 cm−1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06335324B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-f7cef0cb701e42dfabaccfb3721e9c4e |
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| Source note | uspto-grants-2002_01 |
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