Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 86646806 | HCID 86646806 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86646805 | HCID 86646805 | 88% |
Reaction Steps
To a solution of (S)-1-(3-(2-morpholinoethoxyphenyl)-3-(3,4-dimethoxyphenyl)propan-1-ol (0.4 g, 1.0 mmol) in dichloromethane (5.0 mL) under N2 was added triethylamine (0.4 g, 4.0 mmol). The solution was then cooled to 0° C., methanesulfonyl chloride (0.28 g, 2.5 mmol) was added, and the reaction was stirred at 0° C. for 1.5 h. Ice cold water (5.0 mL) was added to the reaction mixture and it was extracted with dichloromethane. The combined organic extract was washed with a cold solution of ammonium chloride, brine, then dried over anhydrous MgSO4. Evaporation of the solvent afforded (S)-1-(3-(2-morpholinoethoxyphenyl)-3-(3,4-dimethoxyphenyl)propyl methanesulfonate (0.42 g, 88% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153785B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-258d108f5b3949249e723b29e94571ee |
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| Source note | uspto-grants-2012_04 |
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