HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2-Hydroxy-3,3-dimethyl-2H-1-benzofuran-5-yl) methanesulfonate | HCID 536079 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate | HCID 23341280 | 90% |
Reaction Steps
2,3-Dihydro-2-hydroxy-3,3-dimethylbenzofuran-5-yl methane sulphonate (129 parts) was added to a solution of sodium hydroxide (120 parts) in water (1200 parts) and methanol (320 parts). Sodium borohydride (19 parts) was added portionwise with vigorous stirring at 15°-20° C. The mixture was stirred for three hours, then acidified with hydrochloric acid and filtered to give 4-hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate (117 parts, 90% yield). Recrystallisation from 1,2-dichloroethane gave the pure product, melting point 122°-124° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04222767 |
| Source dataset | uspto-grants-1980_09 |
| ORD ID | ord-09d560dda3a94843bf575787c4f34d7b |
| Source note | uspto-grants-1980_09 |