HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3,5-Diethyl-1-benzoyloxy-4-(4-(2,2-diethoxyethoxy)butyloxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 2,6-Diethyl-4-benzoyloxyphenol | HCID 18429544 | — |
| Reactant | 4-(2,2-Diethoxyethoxy)butanol | HCID 18430111 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,5-Diethyl-1-benzoyloxy-4-(4-(2,2-diethoxyethoxy)butyloxy)benzene | HCID 18429649 | 97.9% |
Reaction Steps
To a mixture of 16.0 g of 4-(2,2-diethoxyethoxy)butanol, 18.9 g of 2,6-diehtyl-4-benzoyloxyphenol (which had been produced according to the method as described in JP-A 8-337549/1996), 20.2 g of triphenylphosphine, and 200 ml of tetrahydrofuran was slowly added dropwise 17.0 g of diisopropyl azodicarboxylate with stirring under ice cooling in a stream of nitrogen gas. After stirring at room temperature for 6 hours, the reaction mixture was concentrated to give a residue. This residue was subjected to silica gel chromatography, which afforded 31.4 g (yield, 88%) of 3,5-diethyl-1-benzoyloxy-4-(4-(2,2-diethoxyethoxy)butyloxy)benzene, nD24.8 1.5129.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06448444B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-074298d74a7c43fabab3956a0e2cab7a |
| Source note | uspto-grants-2002_09 |