HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59750724, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 59750831 | HCID 59750831 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59750724 | HCID 59750724 | 76.6% |
Reaction Steps
In tetrahydrofuran (5 ml) was dissolved t-butyl [[2-[1-[(4-chlorophenyl)sulfonyl]-5-(methylsulfonyl)pentyl]benzyl]oxy]diphenylsilane (175 mg, 0.261 mmol). Under ice cooling, a tetrahydrofuran solution (1.0M, 0.6 ml, 0.6 mmol) of tetrabutylammonium fluoride was added dropwise to the resulting solution. The resulting mixture was then stirred at room temperature for 1 hour. After addition of water (0.5 ml), the residue obtained by concentrating the resulting mixture under reduced pressure was subjected to flash silica gel chromatography. The fraction obtained from the dichloromethane:methanol=30:1 eluate was concentrated under reduced pressure, whereby the title compound (87 mg, 0.20 mmol, 61%) was obtained as a pale yellowish brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07399775B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-68e22640f6eb4b798a73790dca4915d5 |
| Source note | uspto-grants-2008_07 |