HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylbenzaldehyde → HCID 22456887, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylbenzaldehyde | HCID 7725 | — |
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22456887 | HCID 22456887 | 94% |
Reaction Steps
To a solution of p-tolualdehyde (131 mg, 1.0 mmol) and 1 (216 mg, 1.2 mmol) in acetonitrile (3 ml) was added n-butylamine (80 mg, 1.1 mmol) at 0° C. After stirring for 5 min, the reaction mixtures was added dropwise THF solution of tetrabutylammonium fluoride (1.0 N, 1.5 ml, 1.5 mmol), and then stirred at 0° C. for 20 min. The resulting reaction solution was concentrated and purified with silica gel column chromatography by using hexane-ethyl acetate (3/1) as an eluent to give N-butyl-2-hydroxy-2-(4-methylphenyl)acetamide as a colorless powder (218 mg, 0.94 mmol, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06403818B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-f6592c07912f411ca091f014f8fae07c |
| Source note | uspto-grants-2002_06 |