HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → tert-Butyl 3-bromopropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | tert-Butyl 3-hydroxypropanoate | HCID 16218743 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-Butyl 3-bromopropionate | HCID 256128 | — |
Reaction Steps
3-Hydroxy-propionic acid tert-butyl ester is dissolved in acetonitrile and carbon tetrabromide and triphenylphosphine is added. The mixture is stirred at room temperature overnight. After this time the mixture is concentrated in vacuo. The gummy solid is triturated with hexanes and the liquid decanted, passed through pad of silica to remove any triphenylphosphine oxide, and concentrated in vacuo. 1H NMR (400 MHz, CHLOROFORM-d) ppm 1.3 (9H, s), 2.06-2.27 (2H, m), 4.07-4.25 (2H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629157B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-dcb257f0551e46a2852671ecd9f8e2c7 |
| Source note | uspto-grants-2014_01 |