Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 58288757 | HCID 58288757 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86675068 | HCID 86675068 | 57.9% |
Reaction Steps
In 100 mL of acetonitrile, 25.5 g of a liquid of 2-hydroxy-1,1-difluoroethanesulfonyl chloride (purity: 98%, equivalent to 0.138 mol) was dissolved by stirring. The resulting solution was cooled to 0° C., admixed with 14.0 g (0.166 mol) of sodium hydrogencarbonate and 17.5 g (0.152 mol) of N-hydroxysuccinimide, and then, reacted at 0° C. for 24 hours. To the thus-obtained reaction solution, 125 mL of water was added. The reaction solution was subsequently extracted twice with 100 mL of ethyl acetate. The resulting organic layer was washed twice with 100 mL of water. The organic layer was further subjected to concentration and purified by distillation. With this, 20.7 g of the target compound was obtained as a colorless oily substance (yield: 52%, purity: 90%, pure content: 18.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221928B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-2b0bdd10b48147279ced1be23061c532 |
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| Source note | uspto-grants-2015_12 |
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