Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl ethanesulphonate | HCID 23341289 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Benfuresate | HCID 3034378 | 69.9% |
Reaction Steps
Thionyl chloride (4.3 g) was added dropwise to dimethylformamide (13 ml) maintained at about 5° C. To this was quickly added 4-hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl ethanesulphonate (9.5 g) from Example 2 in dimethylformamide (13 ml). The reaction mixture was then heated to 100° C. and maintained at that temperature for 4-5 hours, after which it was cooled and poured into water (100 ml). The oil was extracted with diethyl ether, washed with water, dried over magnesium sulphate and evaporated down to give 6.2 g of a brownish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04222767 |
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| Source dataset | uspto-grants-1980_09 |
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| ORD ID | ord-3dae8ba852554d2e957caec290b2e483 |
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| Source note | uspto-grants-1980_09 |
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