HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sevoflurane → HCID 11310679, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sevoflurane | HCID 5206 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | 1,1,1,3,3,3-Hexafluoro-2-propanol | HCID 13529 | — |
| Product | HCID 11310679 | HCID 11310679 | 66% |
Reaction Steps
U.S. Pat. No. 6,271,422 describes the synthesis of sevoflurane by fluoromethylation of alcohols via decarboxylative halogenation. In this way, hexafluoroisopropanol is submitted to reaction with ethyl alpha-bromoacetate providing alpha-(hexafluoroisopropoxy) acetic acid in a yield of 66%. This intermediate is subjected to reaction with the highly toxic lead tetra-acetate, using the carcinogenic benzene as the solvent. In the reaction sequence, the homogeneous benzene/sevochlorane solution, which is inseparable by distillation, is reacted with potassium fluoride providing at the end of the process sevoflurane with a low yield of 28%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044247B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-98b795fe4a1b4475b4ddd3a95e5e2932 |
| Source note | uspto-grants-2011_10 |