HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 22329264, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-2-fluorobenzaldehyde | HCID 736327 | — |
| Reactant | HCID 22329113 | HCID 22329113 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22329264 | HCID 22329264 | 23% |
Reaction Steps
5-bromo-2-fluorobenzaldehyde (20 g), t-butyl N-cyclopropyl-4-aminobutyrate (14.5 g), sodium carbonate (13.8 g), water (70 ml) and DMSO (70 ml) were heated at 80° C. for 5 days and at 110° C. for 3 days, which was poured into water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with anhydrous magnesium sulfate. The solvent was evaporated and the residue was purified with silica gel column chromatography (ethyl acetate/hexane) to give t-butyl N-(4-bromo-2-formylphenyl)-N-cyclopropyl-4-aminobutyrate (6.4 g) as red oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936602B1 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-1d5f0cd5380548f48d4804c87c587819 |
| Source note | uspto-grants-2005_08 |