HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58599386, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-(1-Benzenesulfonyl-2,3-dihydro-1H-indol-5-yl)-ethanone | HCID 14112956 | — |
| Reactant | Phenyltrimethylammonium bromide dibromide | HCID 17977687 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58599386 | HCID 58599386 | — |
Reaction Steps
The ketone from step 1 (0.310 g, 1.02 mmol) was dissolved in THF (3 ml), and phenyltrimethylammonium tribromide (PTT) (0.386 g, 1.02 mmol) was added as a solid leaving an orange solution which began to deposit a white solid immediately. Stirring for 1.5 hours leaves a colorless mixture to which water (5 ml) was added. THF was then evaporated and the resulting aqueous mixture was extracted with ethyl acetate. Drying over Na2SO4 and evaporation leaves a white crystalline solid (85% desired mono-brominated material by LC-MS, 5% starting material, 10% dibrominated) suitable for the next step. LC-MS (ES+): 381, 379 m/e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07381749B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-08eda72d0acb4146a0fab8d82a3d9087 |
| Source note | uspto-grants-2008_06 |