HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 22016838, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Methyl 4-cyano-3-methoxybenzoate | HCID 22464400 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22016838 | HCID 22016838 | — |
Reaction Steps
To a solution of the ester from Step D (48.8 g, 255 mmol) in 400 mL of dry THF under argon at room temperature was added lithium borohydride (255 mL, 510 mmol, 2M THF) over 5 minutes. After 1.5 hours, the reaction was warmed to reflux for 0.5 hours, then cooled to room temperature. The solution was poured into EtOAc/1N HCl soln. [CAUTION], and the layers were separated. The organic layer was washed with water, sat Na2CO3 soln. and brine (4×), dried (Na2SO4), and concentrated in vacuo to provide the titled product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06387903B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-e7add42c4787486dac9cf93adf8b6e9c |
| Source note | uspto-grants-2002_05 |