HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 12018255, compound → HCID 18383974, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 12018255 | HCID 12018255 | — |
| Reactant | Sodium;3-oxidodioxaborirane;tetrahydrate | HCID 23693097 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 18383974 | HCID 18383974 | 87.1% |
Reaction Steps
A mixture of 2.5 g (0.008 mole) of 2-chloro-1-[1-methyl-5-(4-(methylthio)benzoyl]-1H-pyrrol-3-yl]-ethanone, 1.2 g of sodium perborate tetrahydrate and 50 mL of HOAc was stirred for 3 h. The solvent was evaporated in vacuo and the residue partitioned between CH2Cl2 and NaHCO3. The organics were separated off and washed again with NaHCO3, water, brine and dried (Na2SO4). The solvent was evaporated in vacuo. The residue was passed through a Biotage flash 40 L column (silica gel 9:1 CH2Cl2: MeOH) to give 2.2 g (85%) of 2-chloro-1-[1-methyl-5-(4-(methylsulfinyl)benzoyl]-1H-pyrrol-3-yl]-ethanone. CIMS m/z=324 (MH+). HNMR (CDCl3) δ8.0 (d, 2H); 7.75 (d, 2H); 7.6 (s, 1H); 7.15 (s, 1H); 4.4 (s, 2H); 4.1 (2, 3H); 2.8 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06492387B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-60bec643dfa34cadb768c2d679012b55 |
| Source note | uspto-grants-2002_12 |