HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → (S)-4-(2-(benzyloxy)ethyl)-2,2,4-trimethyl-1,3-dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (S)-4-(benzyloxy)-2-methylbutane-1,2-diol | HCID 67205693 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-4-(2-(benzyloxy)ethyl)-2,2,4-trimethyl-1,3-dioxolane | HCID 67204923 | — |
Reaction Steps
To the mixture of compound 2 and 2,2-dimethoxypropane in DCM was added p-TSA. After TLC monitoring showed the disappearance of the starting material, aqueous NaHCO3 solution was added and then extracted with ethyl acetate three times. The combined organic phase was washed with brine and dried (Na2SO4). The solid was filtered and the solvent was removed. The residue was purified by column chromatography to give compound 3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079913B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-bfa9c7ae690f424c9a3a1cf9c26a7ed8 |
| Source note | uspto-grants-2015_07 |