HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 5-Chloro-alpha-(2,4,6-trimethoxyphenyl)-2-(neopentylamino)benzyl alcohol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Pivalaldehyde | HCID 12417 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 2-Amino-5-chloro-alpha-(2,4,6-trimethoxyphenyl)benzyl alcohol | HCID 54414500 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Chloro-alpha-(2,4,6-trimethoxyphenyl)-2-(neopentylamino)benzyl alcohol | HCID 54144775 | — |
Reaction Steps
After a solution of 2.5 g of 2-amino-5-chloro-α-(2,4,6-trimethoxyphenyl)benzyl alcohol, 1.01 ml of trimethylacetaldehyde and 0.56 g of acetic acid in 30 ml of ethanol was stirred at room temperature for 1.5 hours, 0.81 g of sodium cyanoborohydride was added, followed by stirring overnight. After concentration and subsequent dilution with water, the solution was extracted with ethyl acetate. After solvent removal, the residue was subjected to silica gel column chromatography to yield 2.2 g of a crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05726306 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-775bed0ad28c49fbb6c1ce5df50c6d65 |
| Source note | uspto-grants-1998_03 |