HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(4-Bromophenyl)-1-(methylsulfonyl)azetidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-(4-Bromophenyl)azetidine | HCID 65579235 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-Bromophenyl)-1-(methylsulfonyl)azetidine | HCID 86698677 | 85.3% |
Reaction Steps
To a mixture of 2-(4-bromophenyl)azetidine (200 mg, 0.808 mmol) and triethylamine (98 mg, 0.97 mmol) in anhydrous dichloromethane (6 mL) was added methanesulfonyl chloride (111 mg, 0.97 mmol). The mixture was stirred at rt for 5 hours. The mixture was poured into ethyl acetate and washed with water. The organic phase was dried over sodium sulfate, filtered, concentrated in vacuo to give the title compound (200 mg, 85% yield) as a yellow oil. 1H NMR (400 MHz, CDCl3): δ7.50 (d, 2H), 7.25 (d, 2H), 5.30-5.20 (m, 1H), 420-4.00 (m, 2H), 3.63 (s, 3H), 2.70 (m, 1H), 2.15 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889730B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-ad05d5f6d98f43be98f662d62ac8d9c0 |
| Source note | uspto-grants-2014_11 |