HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68425957, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxyphenylacetyl chloride | HCID 2734688 | — |
| Reactant | (2R)-2-Amino-2-(4-methoxyphenyl)acetamide | HCID 45158935 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68425957 | HCID 68425957 | 89% |
Reaction Steps
A solution of (R)-2-amino-2-(4-methoxyphenyl)acetamide (200 g, 1.11 mol), triethylamine (124 g, 1.22 mol) in dimethylformamide (2 L) is cooled to 5° C. in an ice bath and (4-methoxyphenyl)acetyl chloride (225 g, 187 mL, 1.22 mol) is added dropwise at a rate which maintains the temperature in a range from 5° C. to 7° C. After 1.5 hours the additional stirring in the cold, the reaction solution is transferred to a vessel containing water (12 L). The solid which forms upon standing is collected and rinsed several times with water. The material collected is dried to a constant weight affording 323.9 g (89% yield) of the desired product. Analysis by chiral HPLC indicates 98.6% enantiomeric purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504517B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-cd20c2f31fb0433fb0efbb3a90109058 |
| Source note | uspto-grants-2009_03 |