Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 54288325 | HCID 54288325 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53950456 | HCID 53950456 | 74.1% |
Reaction Steps
To an ice cooled solution of 6.2 gm (43 mMol) 1-methyl-cis-3,4-di(hydroxymethyl) pyrrolidine and 14.5 gm(143 mMol ) triethylamine in 200 mL dichloromethane was added a solution of 14.7 gm (129 mMol) methanesulfonyl chloride in 20 mL dichloromethane. Once this addition was complete the reaction mixture was stirred for 15 minutes at 0° C. and then for 1.5 hours at ambient. The reaction mixture was then quenched with dilute aqueous sodium hydroxide solution and then was extracted with dichloromethane. The organic phase was dried over sodium sulfate and then concentrated in vacuo to give 9.6 gm of the desired compound as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05457121 |
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| Source dataset | uspto-grants-1995_10 |
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| ORD ID | ord-3adb156b6b1c4482a4e7067d95c5624b |
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| Source note | uspto-grants-1995_10 |
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