HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-Chloro-benzofuro[3,2-c]isoquinoline-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Hydroxybenzonitrile | HCID 11907 | — |
| Reactant | 2-(4-Chloro-2-methoxycarbonyl-phenyl)-2-bromo-acetic acid methyl ester | HCID 86722271 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Chloro-benzofuro[3,2-c]isoquinoline-5-ol | HCID 178516962 | 56.7% |
Reaction Steps
A mixture of 19A (crude, 20.29 mmol) and 2-hydroxy-benzonitrile (20.29 mmol) in MeCN (100 mL) was stirred at room temperature. To the solution was added triethylamine (TEA, 20.44 g, 202.9 mmol) dropwise. After addition completed, the reaction was refluxed for 24 hours, then cooled. The precipitated solids were collected by filtration, washed with a small amount of MeCN, then washed with water several times until there was no TEA salt, dried to give pure product 19B (3.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969373B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-e40dfa1c9ea24f92b74a4bff7a070602 |
| Source note | uspto-grants-2015_03 |