HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Bromophenyl)acetonitrile → Methyl 2-(3-(cyanomethyl)benzyl)-3-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Bromophenyl)acetonitrile | HCID 36023 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 3-hydroxy-2-methylen-butanoat | HCID 5080248 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(3-(cyanomethyl)benzyl)-3-oxobutanoate | HCID 68414943 | — |
Reaction Steps
A stirred mixture of methyl 3-hydroxy-2-methylenebutanoate (11.37 ml), 2-(3-bromophenyl)acetonitrile (22 g) PdOAc2 (3.15 g), tetrabutylammonium bromide (30.1 g) and NaHCO3 (19.64 g) in THF (40 ml) was heated at reflux for 24 h. The mixture was partitioned between ether and water, the organics separated, washed with water, dried and evaporated under reduced pressure to give the subtitle compound, 22 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765939B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-ab4b018e123840dfbb8c355585409967 |
| Source note | uspto-grants-2014_07 |