HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54273379, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyl 2-hydroxyacetate | HCID 561337 | — |
| Reactant | Triisopropylsilyl trifluoromethanesulfonate | HCID 2724529 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54273379 | HCID 54273379 | 78.7% |
Reaction Steps
To a solution of benzyl glycolate (46.91 g, 0.282 mol) and diisopropylethylamine (74 mLs, 0.423 mol) in CH2Cl2, cooled via water bath, was added a solution of TIPSOTf (95 g, 0.31 mol) in CH2Cl2. The resulting mixture was allowed to warm to ambient temperature then poured into water, washed twice with 10% aqueous NaHSO4, dried over Na2SO4 and concentrated in vacuo. Flash chromatography (SiO2, 0 to 5% EtOAc in hexanes) afforded 71.6 g of 663.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423840B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-0dcde77ed42546ca99ccc3d5e9581c1d |
| Source note | uspto-grants-2002_07 |