Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-(Methanesulfonyl)propane-1,2-diol | HCID 21412923 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 88273893 | HCID 88273893 | 56.4% |
Reaction Steps
9.00 g (58.4 mmol) of 3-(methylsulfonyl)propane-1,2-diol was dissolved in 100 mL of methylene chloride. 7.64 g (64.2 mmol) of thionyl chloride was dropwise added to the solution at an inner temperature of from 20 to 25° C. After this was stirred at 35° C. for 2 hours, the solvent and the remaining thionyl chloride were evaporated away under reduced pressure to give 11.40 g of a crude crystal. The obtained crude crystal was recrystallized from dimethyl carbonate/2-propanol to give 6.60 g of the intended 4-(methylsulfonylmethyl)-1,3,2-dioxathiolane-2-oxide as a diastereomeric mixture (mixture ratio 9/1) (yield 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09203113B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-8296b1c8fef4468b8dbbc12fde970379 |
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| Source note | uspto-grants-2015_12 |
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