HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58869145, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | HCID 66917418 | HCID 66917418 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58869145 | HCID 58869145 | 88.8% |
Reaction Steps
To a solution of (R)-4-(4-benzenesulfonyl-2-bromo-phenyl)-butane-1,2-diol (1.71 g) in THF (15 mL) were added palladium acetate (30 mg), racemic 2[P(t-Bu)2]-1,1-binaphthyl (53.1 mg) and K3PO4 (1.42 g) under Argon atmosphere. The reaction was heated at reflux for 48 hours; then water was added and the mixture was extracted 3 times with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified via flash chromatography (hexane/EtOAc, 6/4) to afford ((R)-7-benzenesulfonyl-chroman-2-yl)-methanol (1.20 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754759B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-4fdb97d3fbe3419eb5fb3f734436510d |
| Source note | uspto-grants-2010_07 |