HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67146538, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | (E)-3-(4-bromo-phenyl)-3-phenyl-acrylic acid ethyl ester | HCID 20768012 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67146538 | HCID 67146538 | 99.4% |
Reaction Steps
A 1.2 M solution of DIBAL-H in toluene (45 ml, 42 mmol) was added dropwise, at −15° C. over 20 min, to a stirred solution of (E)-3-(4-bromophenyl)-3-phenylacrylicacid ethyl ester (6.0 g, 18.1 mmol) in dry THF (80 ml), and the mixture stirred for 30 min. Rochelles salt and water was carefully added, and the resulting mixture extracted with ethyl acetate (x2). The combined organic extracts were washed with brine, dried (MgSO4), and evaporated to give 5.2 g of (E)-3-(4-bromo-phenyl)-3-phenyl-prop-2-en-1-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869967B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-4f4491d9f741495f996cdea06305ac73 |
| Source note | uspto-grants-2005_03 |