HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(Chloroacetamido)-7-[(methanesulfonyl)oxy]naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-chloro-N-(7-hydroxynaphthalen-1-yl)acetamide | HCID 18621215 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Chloroacetamido)-7-[(methanesulfonyl)oxy]naphthalene | HCID 15549325 | — |
Reaction Steps
To a solution of the product from Step C (14.0 g, 59.4 mmol) in 180 mL of dimethylformamide at 0° C. was added triethylamine (26.3 mL, 190 mmol), followed by methanesulfonyl chloride (10.5 mL, 137 mmol). The reaction was stirred overnight, allowing it to warm to room temperature. The solution was poured into EtOAc, washed with saturated NH4Cl solution, saturated aq. NaHCO3 and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The resulting product was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562823B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-5596d1390e8f41f8903b0c3d04768844 |
| Source note | uspto-grants-2003_05 |