HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-Bromo-2,2-difluoroethyl 1-adamantanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Adamantanecarbonyl chloride | HCID 98915 | — |
| Reactant | 2-Bromo-2,2-difluoroethan-1-ol | HCID 18368476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Bromo-2,2-difluoroethyl 1-adamantanecarboxylate | HCID 59185161 | — |
Reaction Steps
In tetrahydrofuran, 1-adamantanecarbonyl chloride and 2-bromo-2,2-difluoroethanol were mixed and ice cooled. Triethylamine was added to the mixture. By standard separation operation and solvent distillation, 2-bromo-2,2-difluoroethyl 1-adamantanecarboxylate was obtained. This compound was converted into a sodium sulfinate with sodium dithionite and then oxidized with hydrogen peroxide, yielding the target compound, sodium 2-(1-adamantanecarbonyloxy)-1,1-difluoroethane-sulfonate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08021822B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-b56ee627e91c43378e63a6b02d19c044 |
| Source note | uspto-grants-2011_09 |