HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 67469341, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 67469370 | HCID 67469370 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67469341 | HCID 67469341 | 81% |
Reaction Steps
To a solution of methyl 4-amino-5-cyano-2-methoxybenzoate (intermediate 129; 0.59 g, 2.88 mmol) in tetrahydrofuran (40 mL) was added dropwise lithium tetrahydroborate 2M (21.7 mL, 43.4 mmol) at 0° C. under nitrogen atmosphere. After 5 minutes was added dropwise ethanol (7.5 mL). The mixture was stirred for five days at room temperature. Then the crude was poured into a saturated solution of ammonium chloride and ice, and stirred for 10 minutes. The crude was extracted with ethyl acetate and washed with water and brine, dried and the solvent was removed under reduced pressure to obtain the title compound as a white solid (81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315463B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-c8ffdd81473c452e8f24b46e9006343c |
| Source note | uspto-grants-2016_04 |