HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → tert-butyl 2-(5-chloro-3-formyl-1H-indol-1-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | 5-chloro-1H-indole-3-carbaldehyde | HCID 2795374 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-butyl 2-(5-chloro-3-formyl-1H-indol-1-yl)acetate | HCID 86673814 | — |
Reaction Steps
To a suspension of 5-chloro-1H-indole-3-carbaldehyde [827-01-0] (500 mg, 2.78 mmol) and K2CO3 (885 mg, 6.40 mmol) in (14 mL) was added tert-butyl 2-bromoacetate (0.576 mL, 3.90 mmol) dropwise at RT. The resulting mixture was then heated to reflux for 18 h. After cooling to RT, the mixture was diluted with EtOAc and water. The organic layer was separated, subsequently washed with water (1×) and brine (1×), dried (Phase separator) and concentrated in vacuo to give the crude title compound. MS (LC/MS): 294 [M+H]+; tR (HPLC conditions b): 5.45 min. The product was used in the next reaction step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085555B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-8cca49e54371453e9912362d0f1f746b |
| Source note | uspto-grants-2015_07 |