HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3,3-Dimethylbutyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,3-Dimethyl-1-butanol | HCID 12233 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,3-Dimethylbutyl methanesulfonate | HCID 19039459 | 102.4% |
Reaction Steps
To a solution of 3,3-dimethylbutan-1-ol (20.2 g) and triethylamine (41.3 mL) in THF (200 mL) was added methanesulfonyl chloride (24.9 g) under ice-cooling, and the mixture was stirred for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (36.5 g) as a red-orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-09a3ec4136bb499badd3916476705502 |
| Source note | uspto-grants-2016_07 |