HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67520597, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 67520822 | HCID 67520822 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67520597 | HCID 67520597 | 77.5% |
Reaction Steps
To a solution of 3,5-dihydroxy-3-methylpentyl benzoate (1.0 g) and carbon tetrabromide (2.78 g) in tetrahydrofuran (30 mL) was added dropwise a solution of triphenylphosphine (2.20 g) in tetrahydrofuran (10 mL) under ice-cooling. After stirring at room temperature for 3 days, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure, and the residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate=9:1→6:4) to give the title compound (979 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178543B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-d5e2c3f9c8a8464ab255daa7621b78f6 |
| Source note | uspto-grants-2012_05 |