HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 16662683, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | (2,6-Dimethylphenyl)methanol | HCID 186748 | — |
| Reactant | Ethyl 3-(3-hydroxyphenyl)propanoate | HCID 15197885 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 16662683 | HCID 16662683 | — |
Reaction Steps
A solution of 2,6-Dimethylbenzyl alcohol (7.71 g, 56.7 mmol) and diisopropyl azodicarboxylate (DIAD, 11.36 g, 56.18 mmol) in THF (30 ml) and DMF (13 ml) was added drop wise to a solution of Ethyl 3-(3-hydroxyphenyl)propanoate (Step A, 10.0 g, 51.5 mmol) and triphenylphosphine (14.73 g, 56.18 mmol) in THF (100 ml) at 0° C. The reaction mixture was stirred at the same temperature for 4 hours, diluted with ether and washed with water. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178675B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-54ff6af00b2b48a4aaac2b1dc106a1a1 |
| Source note | uspto-grants-2012_05 |