HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 20779195, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (S)-(-)-3-Chloro-1-phenyl-1-propanol | HCID 2777894 | — |
| Reactant | 4-Chloro-2-hydroxybenzonitrile | HCID 3442789 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 20779195 | HCID 20779195 | 72% |
Reaction Steps
(S)-α-(2-Chloroethyl)benzenemethanol (170 mg, 1.0 mmol), 4-chloro-2-hydroxybenzonitrile (154 mg, 1.0 mmol.) and triphenylphosphine (260 mg, 1.0 mmol.) in dry tetrahydrofuran (5 ml) were stirred in an ice bath under nitrogen whilst diethyl azodicarboxylate (0.16 ml, 1.0 mmol.) was added. The reaction mixture was allowed to warn to room temperature and stirred for 3 days. The solvent was evaporated and the residue dissolved in toluene, added to the top of a flash chromatography column and eluted with 10% ether/isohexane to give the product (220 mg, 72%) as a viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06887871B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-4a613e2188d7442099fbdecf70ecbe71 |
| Source note | uspto-grants-2005_05 |