HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Aminohexanoic Acid → 6-(4-Methylbenzamido)hexanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Aminohexanoic Acid | HCID 564 | — |
| Reactant | 4-Methylbenzoyl Chloride | HCID 13405 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(4-Methylbenzamido)hexanoic acid | HCID 14196779 | 43.5% |
Reaction Steps
4-Methylbenzoyl chloride (1.46 g, 9.5 mmol) was added dropwise to a mixture of 6-aminohexanoic acid (1.31 g, 10 mmol) and DMAP (1.22 g, 10 mmol) in THF (100 mL) at 0° C. The mixture was warmed to room temperature and stirred overnight. THF was evaporated, and dichloromethane (100 mL) was added. The mixture was washed with water and brine, dried over Na2SO4, and evaporated. The residue was purified by chromatography on silica gel to give the title compound (1.03 g, 41.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265734B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-d2718757f1134eb79c7540480c8aac40 |
| Source note | uspto-grants-2016_02 |