HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15518230, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 11721210 | HCID 11721210 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15518230 | HCID 15518230 | 88% |
Reaction Steps
After 2,3-(methylenedioxy)-6-[3-(t-butyldimethylsiloxy)propyl]-7-benzyloxy-8-methoxy-benzo[c]phenanthridine (374.4 mg, 0.644 mmol) was dissolved in tetrahydrofuran (3.2 mL), tetrabutylammonium fluoride (1M tetrahydrofuran solution, 1.9 mL) was added to the solution. The mixture was stirred overnight at room temperature. Water was added to the reaction mixture followed by extraction with methylene chloride. The organic phase was dried over anhydrous sodium sulfate and then concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (eluted with methylene chloride) to provide 2,3-(methylenedioxy)-6-(3-hydroxypropyl)-7-benzyloxy-8-methoxy-benzo[c]phenanthridine (263.7 mg, yield 88%) as colorless powders.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06187783B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-efa177ef82d940b599637e7ddfb2cf49 |
| Source note | uspto-grants-2001_02 |