Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate | HCID 1514267 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 87243707 | HCID 87243707 | 81.5% |
Reaction Steps
To a stirred solution of (R)-tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate (0.650 g, 2.99 mmol) in dichloromethane (10 mL) was added Et3N (1.25 mL, 8.98 mmol). MeSO2Cl (0.35 mL, 4.5 mmol) was added dropwise at 0° C. under N2 and the reaction mixture was stirred at 0° C. for 1 hour. The reaction was diluted with dichloromethane, washed with saturated aqueous NaHCO3 and brine, dried and concentrated. The residue was purified by silica gel chromatography (1:1 hexane/EtOAc) to give (S)-tert-butyl 3-((methylsulfonyloxy)methyl)morpholine-4-carboxylate (0.720 g, 81%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08865726B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-62ce1afc1cde4168a9c450a52db9ef1a |
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| Source note | uspto-grants-2014_10 |
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