Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 66849068 | HCID 66849068 | — |
| Reactant | HCID 178418306 | HCID 178418306 | — |
| Product | HCID 50913505 | HCID 50913505 | 57% |
Reaction Steps
tert-Butyl lithium (0.2 mL, 0.34 mmol, 1.7M) was added to a solution of (R)-4-(1-iodocyclopropyl)methyl)-2,2-dimethyl-1,3-dioxolane (step G, 45 mg, 0.16 mmol) in ether (1 mL) at −78° C. and the mixture stirred at −78° C. for 30 mins. A solution of thionyl chloride (26 μL) in ether (0.5 mL) was then added. The resulting orange solution was warmed to room temperature and concentrated under reduced pressure. The residue was dissolved in chloroform, filtered and dried under reduced pressure to afford (R)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)cyclopropane-1-sulfonyl chloride (23.7 mg, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08884058B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-0faa82dda33a48ca8adcfaf4b06ca5e0 |
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| Source note | uspto-grants-2014_11 |
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