HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → Methyl 1-(Phenylsulfonyl)indoline-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | methyl 2,3-dihydro-1H-indole-5-carboxylate | HCID 21782110 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Methyl 1-(Phenylsulfonyl)indoline-5-carboxylate | HCID 31756086 | 79.8% |
Reaction Steps
To a solution of 10 (0.28 g, 1.58 mmol) in pyridine (2 mL), benzenesulfonyl chloride (0.40 ml, 3.16 mmol) was added. The reaction mixture was refluxed overnight. The mixture was then purified by silica gel chromatography (EtOAc:n-hexane=1:3) to afford 11 (0.40 g). 1H NMR (500 MHz, CDCl3): δ 2.99 (t, J=8.6 Hz, 2H), 3.87 (s, 3H), 3.97 (t, J=8.6 Hz, 2H), 7.45-7.48 (m, 2H), 7.56-7.59 (m, 1H), 7.66 (d, J=8.5 Hz, 1H), 7.75 (s, 1H), 7.82 (d, J=7.7 Hz, 2H), 7.90 (d, J=7.9 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846748B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e17eed0756ca4c2090bb49cc71ff4a39 |
| Source note | uspto-grants-2014_09 |