Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Benzoic acid, 3-chloro-2-cyano-, methyl ester | HCID 55264601 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89704912 | HCID 89704912 | — |
Reaction Steps
To a slurry of ZnCl2 (0.77 mmol) in 5 mL THF was added LiBH4 (1.64 mmol, 2M in THF) at RT. After heating to 50° C. for 90 min, a solution of 3-chloro-2-cyanobenzoic acid methyl ester (0.81 mmol) in 5 mL THF was slowly added and the mixture was heated to 60° C. overnight. The reaction mixture was then cooled to 5° C., acidified with 2M HCl solution and extracted with EtOAc. The aq. phase was basified with 1M NaOH solution, extracted twice with EtOAc, dried over MgSO4 and concentrated in vacuo to give the desired product as yellowish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409917B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-89f513d18fba4aaa9c81694c59f705b1 |
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| Source note | uspto-grants-2016_08 |
|---|