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) 2-bromo-2-methyl-propionyl chloride are added dropwise at 5 to 20° C. to a solution of 5.15 g (20 mmol) 1-(3-amino-5-benzyloxy-2-hydroxy-phenyl)-ethanone in 20 mL pyridine. After the addition has ended the mixture is stirred for 15 minutes, combined with ice water and 100 mL ethyl acetate and acidified with conc. hydrochloric acid. The organic phase is separated off, washed with water and dried with sodium sulphate. After the solvent has been distilled off the residue is crystallised from a diethyl ether/petroleum ether mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429583B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-2050f9e6eaf04ed689d426045a19745f |
| Source note | uspto-grants-2008_09 |