HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzyl 3-(mesyloxy)cyclobutanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Benzyl 3-hydroxycyclobutane-1-carboxylate | HCID 22934789 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 3-(mesyloxy)cyclobutanecarboxylate | HCID 57697376 | 100% |
Reaction Steps
To a solution of benzyl 3-hydroxycyclobutanecarboxylate (Intermediate 32; 0.90 g; 4.4 mmol), Et3N (1.20 mL; 8.6 mmol) in DCM (50 mL) was added MsCl (0.40 mL; 5.2 mmol) under nitrogen. The reaction mixture was stirred for 1 hour, quenched with water (20 mL), and extracted with DCM (50 mL×2). The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated to afford 1.24 g (100%) of the title compound as a yellow oil, which was used directly without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126984B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-94b5a8d11ba541849bcbb80bea21b274 |
| Source note | uspto-grants-2015_09 |