HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 58629821, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | Ethyl (4-hydroxy-2-methylphenoxy)acetate | HCID 21986458 | — |
| Reactant | HCID 22760362 | HCID 22760362 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58629821 | HCID 58629821 | 63% |
Reaction Steps
To a solution of 1-(4′-chloro-4-biphenylyl)-1-pentanol (140 mg, 0.51 mmol) in dry THF (15 mL) under nitrogen at 0° C. (ice/water bath) was added nBu3P (250 μL, 1.02 mmol), followed by ethyl (4-hydroxy-2-methylphenoxy)acetate (110 mg, 0.52 mmol) and ADDP (260 mg, 1.03 mmol) portion-wise. After stirring the mixture for 18 hours at rt under nitrogen the solvent was removed under vacuum. The residue was partitioned between water and EtOAc and extracted with EtOAc (3×30 mL). The organic extract was separated and dried (MgSO4) and the solvent removed under vacuum. Purification by flash chromatography (silica) eluting with cyclohexane:EtOAc (9:1) afforded the title compound as a colourless gum (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07338960B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-9936debe0c394460bc3be1b99d9ec59f |
| Source note | uspto-grants-2008_03 |