HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [2-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl) phenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethyl Sulfide | HCID 1068 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1 H-indol-3-yl) benzoic acid | HCID 53835818 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [2-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl) phenyl]methanol | HCID 53681185 | 99% |
Reaction Steps
A solution of the acid from Step 1 (300 mg, 0.66 mmol) and BH3 Σ SMe2 (0.1 mL, 1 mmol) in THF (3 mL) was gently refluxed for 2 h. The cooled mixture was poured over icy dilute HCl and ethyl acetate. The organic layer was washed with brine and dried with MgSO4. Removal of the solvents yielded essentially pure product (285 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05639780 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-25e6c5aab31546c49772fa68aa7db7e3 |
| Source note | uspto-grants-1997_06 |