HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-(3-acetyl-5-benzyloxy-2-hydroxyphenyl)-2-bromo-2-methylpropionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Bromo-2-methylpropanoyl chloride | HCID 11106049 | — |
| Reactant | 1-(3-Amino-5-(benzyloxy)-2-hydroxyphenyl)ethanone | HCID 21072822 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-(3-acetyl-5-benzyloxy-2-hydroxyphenyl)-2-bromo-2-methylpropionamide | HCID 21072865 | — |
Reaction Steps
4.64 g (25 mmol) of 2-bromo-2-methylpropionyl chloride are added dropwise to a solution of 5.15 g (20 mmol) of 1-(3-amino-5-benzyloxy-2-hydroxyphenyl)ethanone in 20 mL of pyridine at 5° C.-20° C. After the addition has ended, the mixture is stirred for 15 minutes, combined with ice water and 100 mL of ethyl acetate and acidified with concentrated hydrochloric acid. The organic phase is separated off, washed with water, and dried with sodium sulfate. After the solvent has been distilled off, the residue is crystallized from a diethyl ether/petroleum ether mixture. Yield: 6.8 g (84%); melting range: 88° C.-90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375104B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-44a45aa4b5764e45a868d668d0289edd |
| Source note | uspto-grants-2008_05 |