HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 68908782, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | HCID 68906400 | HCID 68906400 | — |
| Reactant | HCID 68906716 | HCID 68906716 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68908782 | HCID 68908782 | 89.8% |
Reaction Steps
Calcium chloride (0.33 g, 3 mmol) and sodium borohydride (0.23 g, 6 mmol) were added to a mixture (0.80 g, 3 mmol) of methyl 2-methoxycarbonylmethyl-4-cyano-5-chlorobenzoate and methyl 2-methoxycarbonylmethyl-4-cyano-3-chlorobenzoate in a mixed solution (1:1, 10 mL) of ethanol and tetrahydrofuran. The resulting mixture was stirred at room temperature overnight. Water was added to the reaction solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a 0.6:1 mixture (0.57 g, 89%) of the title compound and 2-chloro-3-(2-hydroxyethyl)-4-hydroxymethylbenzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193351B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-b39cd99ff1b245c4984cf6908c063167 |
| Source note | uspto-grants-2012_06 |