HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 15662259, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 3-amino-4-hydroxybenzoate | HCID 10815 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 15662259 | HCID 15662259 | 104% |
Reaction Steps
A solution of methyl 3-amino-4-hydroxybenzoate (5.00 g, 29.9 mmol), isobutyryl chloride (3.51 g, 32.9 mmol), triethylamine (3.33 g, 32.9 mmol), pyridinium p-toluenesulfonate (2.5 g, 10 mmol) and xylene (100 mL) was heated to reflux overnight and then cooled to room temperature. The reaction was diluted with ethyl acetate (100 mL) and washed with water (2×50 mL), dried with magnesium sulfate, filtered and concentrated to give the title compound (6.82 g, quantitative yield) as a brown oil. Also prepared by this method were:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05037842 |
| Source dataset | uspto-grants-1991_08 |
| ORD ID | ord-a05e15a2151b420cba35bb2129fea7c7 |
| Source note | uspto-grants-1991_08 |