Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (2s,3r)-1-(Diphenylmethyl)-2-methylazetidin-3-ol | HCID 10243988 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10314651 | HCID 10314651 | 96% |
Reaction Steps
50 g (0.495 mol) of triethylamine are added to a solution of 77.33 g (0.329 mol) of trans-1-diphenylmethyl-3-hydroxy-2-methylazetidine in 600 ml of dichloromethane and the mixture is cooled to 0° C. The temperature is maintained, a solution of 50 g (0.437 mol) of mesyl chloride is added dropwise and the mixture is left for 24 hours at room temperature. The resulting solution is washed twice with water (300 ml), dried with anhydrous sodium sulphate and evaporated, and an oil is obtained which, when crystallized with petroleum ether, gives 104.6 g (96%) of trans-1-diphenylmethyl-2-methyl-3-methylsulphonyloxyazetidine, melting point 68°-71° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05073646 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-c86f601ae1534bf8bacff27b9153403b |
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| Source note | uspto-grants-1991_12 |
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