Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Eugenol | HCID 3314 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Butanesulfonyl chloride | HCID 75430 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86642396 | HCID 86642396 | 94.9% |
Reaction Steps
13 ml (0.1 mol) of butanesulfonyl chloride are added dropwise to a solution of 15 g (0.09 mol) of eugenol and 16 ml (0.11 mol) of triethylamine in 150 ml of dichloromethane cooled beforehand to −20° C. The reaction mixture is stirred for 4 hours at room temperature. The reaction is treated by adding 50 ml of water and extracting with dichloromethane. The organic phase is dried over sodium sulfate, filtered and evaporated. The residue is purified by chromatography on a column of silica eluted with a 90/10 heptane/ethyl acetate mixture. 24.3 g (74%) of 4-allyl-2-methoxyphenyl 1-butane-1-sulfonate are obtained in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07879907B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-0cb7beea4179474f99ddbbeea931df03 |
|---|
| Source note | uspto-grants-2011_02 |
|---|