HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → {4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-acetic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-, methyl ester | HCID 518900 | — |
| Reactant | 3,3-Bis-(4-bromophenyl)prop-2-en-1-ol | HCID 22270304 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-acetic Acid Methyl Ester | HCID 10164759 | 62% |
Reaction Steps
Under a atmosphere of nitrogen, azodicarboxylic dipiperidide (504 mg, 2.0 mmol) was added at 0-5° C. to a stirred solution of tributylphosphine (404 mg, 2.0 mmol), methyl 4-hydroxyphenylacetate (250 mg, 1.5 mmol) and 3,3-bis-(4-bromophenyl)prop-2-en-1-ol (552 mg, 1.5 mmol) in dry THF (10 ml), the mixture stirred for 1 h, filtered and concentrated in vacuo. The crude product was then purified by column chromatography on silica (toluene eluent). The purified product was suspended in petroleum ether, filtered to give 480 mg (62%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869967B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-b29ddc4592994e9692b51603f618b63c |
| Source note | uspto-grants-2005_03 |