HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → N-(4-bromo-2-fluorobenzyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromo-2-fluorobenzylamine hydrochloride | HCID 18468197 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-bromo-2-fluorobenzyl)acetamide | HCID 58764031 | 74% |
Reaction Steps
Acetyl chloride (0.7 mL, 9.9 mmol) followed by triethylamine (2.8 mL, 19.9 mmol) were added to a suspension of 4-bromo-2-fluorobenzylamine hydrochloride (2 g, 8.3 mmol) in CH2Cl2 (20 mL). The mixture was stirred for 90 mins and then partitioned between 1 N HCl and EtOAc. The organic layers were brine, dried over Na2SO4 and concentrated. Purification by flash column chromatography (0% to 60% EtOAc in hexanes) gave the product as a clear oil (1.5 g, 74%). MS (ESI): 246.10, 248.10 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07151105B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-39b6a809e45645c1875417ddd89b72df |
| Source note | uspto-grants-2006_12 |