HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 42629724, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cinnamoyl Chloride | HCID 5354261 | — |
| Reactant | 5,8-Dichloro-1,2,3,4-tetrahydroisoquinoline-6,7-diol--hydrogen bromide (1/1) | HCID 68508172 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 42629724 | HCID 42629724 | 40% |
Reaction Steps
trans-Cinnamoyl chloride (79 mg, 0.476 mmol) was suspended in DMF (7 mL) together with 5,8-dichloro-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide (150 mg, 0.476 mmol) followed by triethylamine (133 μL, 0.952 mmol). The resulting mixture was stirred at room temperature for 16 hours and then diluted with ethyl acetate (50 mL). The resulting mixture was washed twice with saturated sodium bicarbonate (2×40 mL), dried (MgSO4) and evaporated into a yellowish mass. Purification with column chromatography (petroleum ether/ethyl acetate 1/1→1/2) yielded 69 mg (40%) of the title compound as a yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318768B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-6983f06822ae459097d615c79b902fdb |
| Source note | uspto-grants-2012_11 |