Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 15907301 | HCID 15907301 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 15830832 | HCID 15830832 | 99.8% |
Reaction Steps
Into a one liter flask equipped with a mechanical air stirrer, temperature probe, nitrogen inlet, autojack, and cooling bath was placed 50 mL methanol, 2,4-dimethyl-5-phenylpentanal (50.0 g, 0.26 mol), and acetic acid (11.0 g, 0.18 mol). To the stirred solution was added NaBH4 (70 g, 0.18 mol) in 50 mL of methanol over a period of two hours while maintaining the reaction temperature at 20° C. Water was then added until the all materials went into solution and 200 mL methyl t-butyl ether was then added. The organic phase was isolated, washed with three 50 mL portions of saturated NaCl solution, dried over magnesium sulfate, filtered, and rotovapped to give the product as a colorless liquid (49.9 g), odor—fresh, green herbal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06310033B1 |
|---|
| Source dataset | uspto-grants-2001_10 |
|---|
| ORD ID | ord-eae41accab0143b9b18726ce0e17eb77 |
|---|
| Source note | uspto-grants-2001_10 |
|---|