HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → N-Trifluoroacetyl-8-bromo-7-ethoxy-1-methyl-2,3, 4,5-tetrahydro-1H-3-benzazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | N-Trifluoroacetyl-8-bromo-7-hydroxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine | HCID 22292819 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-Trifluoroacetyl-8-bromo-7-ethoxy-1-methyl-2,3, 4,5-tetrahydro-1H-3-benzazepine | HCID 22292768 | 61.2% |
Reaction Steps
A solution of N-trifluoroacetyl-8-bromo-7-hydroxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine (0.015 g, 0.043 mmol) in dichloromethane (1 mL) was treated with ethyl iodide (0.016 g, 0.102 mmol), DBU (0.016 g, 0.102 mmol) and stirred 2 hours at 20 C. The product mixture was diluted with EtOAc (10 mL), washed with 5% aqueous HCl (5 mL), brine (5 mL), dried with Na2SO4 and concentrated. Flash chromatography (15% EtOAc in hexane, silica) resulted in 0.010 g of a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846906B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-889eb62baee3455db2ad0f502692ecb3 |
| Source note | uspto-grants-2014_09 |